CHEMISTOY 
LIBRARY 


DYES     CLASSIFIED 
BY    INTERMEDIATES 

Dyes  tabularly  arranged  under  each 
intermediate,  with  statistical  and  other 
data  for  both  dyes  and  intermediates. 
Glossary  of  Dye  and  Intermediate 
names  alphabetically  arranged. 


BY 
R.  NORRIS  SHREVE 

Consulting  Chemist 


EN  COLLABORATION  WITH 

WARREN  N.  WATSON 

AND 

A.  R.  WILLIS 

Chemists,  U.  S.  Tariff  Commission 


BOOK   DEPARTMENT 
The  CHEMICAL  CATALOG   COMPANY,  Inc. 

ONE  MADISON  AVENUE,  NEW  YORK,  U.  S.  A. 


COPYRIGHT,  1922,  BY 

The  CHEMICAL  CATALOG  COMPANY,  Inc. 
All  Rights  Reserved 


Press  of 

J.  J.  Little  &  Ives  Company 
New  York,  U.  S.  A. 


TABLE  OF  CONTENTS 

PAGE 

PREFACE 3 

ABBREVIATIONS 5 

'INTRODUCTION 7 

PART  I.    INTERMEDIATES  AND  DYE  TABLES     ...  17 

KEY  TO  PART  I         18 

INTERMEDIATES  WITH  DYE  TABLES.      THE  ARRANGEMENT  OF  INTER- 
MEDIATE NAMES   is   ALPHABETICAL  AND   INCLUDES   CHEMICAL  AND 

COMMON  OR  TRIVIAL  NAMES 19 

FORMULA  INDEX  OF  INTERMEDIATES  . 581 

PART  II.    DYE  NAMES 587 

GLOSSARY  OF  DYE  NAMES 589 

PAGE  INDEX  OF  SCHULTZ  NUMBERS  FOR  DYES  625 


472415 


PREFACE 

Experience  in  the  manufacture  of  dyes  indicates  that  the  proper 
viewpoint  for  a  correct  technical  program  is  from  the  intermediate  side. 
This  is  a  direct  corollary  of  the  fact  that  the  intermediates  are  the 
materials  out  of  which  dyes  are  fabricated.  Furthermore,  the  tremen- 
dous complexity  of  the  dye  industry,  the  interrelationship  of  one  dye  to 
another  or  of  one  intermediate  to  another,  as  well  as  the  relationship  of 
dyes  and  intermediates  to  the  whole  organic  chemical  industry,  all 
require  that  there  be  available  tables  showing  the  commercial  dyes 
derived  from  each  important  intermediate.  To  give  this  is  the  prime 
object  of  this  work. 

It  is  believed  that  this  book  will  be  of  service  not  only  to  manufac- 
turers in  looking  for  uses  of  any  intermediate,  but  to  research  chemists 
and  to  students.  Since  the  tables  give  the  various  outlets  and  the 
poundage  imported  and  manufactured,  the  book  will  aid  the  merchant 
in  the  buying  or  selling  of  dyes  and  intermediates.  The  very  com- 
plete glossary  of  names,  both  of  dyes  and  intermediates,  will  help  in 
many  directions,  especially  as  the  intermediate  part  includes  the 
so-called  common  or  trivial  names.  This  feature  will  be  of  great 
service  in  reading  the  older  literature  and  patents. 

The  intermediate  names  are  alphabetically  arranged.  Under  each 
principal  name  is  given  the  synonyms,  which  are  also  cross-indexed  in 
their  alphabetical  order.  A  special  feature  is  the  giving  of  the  name 
used  by  Chemical  Abstracts;  this,  together  with  the  listing  of  the  prin- 
cipal formulas,  will  aid  in  the  use  of  the  Chemical  Abstracts  by  the  Dye  . 
Chemist. 

A  Formula  Index  to  the  names  of  the  intermediates  and  to  the  pages 
is  given  following  the  main  part  of  this  book  containing  the  alphabetical 
treatment  of  the  intermediates.  Here  the  formulas  of  the  intermediates 
are  listed  in  an  alphabetical  order  as  in  a  dictionary,  except  that  CH 
comes  first;  and  in  this  way  a  5-atom  formula  may  precede  a  3-atom 
one.  This  is  similar  to  the  excellent  formula  index  of  the  1920  Chemical 
Abstracts. 

After  the  writer  had  been  engaged  for  some  time  in  the  preparation 
of  this  book,  he  was  informed  of  a  somewhat  similar  classification 
undertaken  by  Messrs.  Warren  N.  Watson  and  A.  R.  Willis  of  the 
Tariff  Commission,  Washington,  D.C.  It  was  deemed  fair  to  cooper- 

3 


4  PREFACE 

ate  and  to  associate  the  two  works  by  the  mutual  use  of  the  other  names 
as  "  collaborators."  Messrs.  Watson  and  Willis  have  published  a  part 
of  their  work,  comprising  about  a  third  of  the  Schultz  dyes,  in  the 
Color  Trade  Journal  serially  from  May  to  September  during  1921. 
This  serial  publication  by  Messrs.  Watson  and  Willis  and  this  book  by 
the  writer  are  separate  and  independent  productions.  The  writer, 
however,  takes  this  occasion  to  express  his  appreciation  for  advice  and 
help  to  Messrs.  Watson  and  Willis. 

It  is  a  pleasure  to  acknowledge  help  from  Dr.  Austin  M.  Patterson 
on  the  Chemical  Abstracts  nomenclature.  Aid  has  also  been  rendered 
by  J.  R.  Minevitch,  M.  N.  Conklin  and  Oscar  Newman.  The  statistical 
data  are  taken  from  the  yearly  Census  of  Dyes  and  Coal  Tar  Chemicals 
•compiled  by  the  U.  S.  Tariff  Commission,  and  from  Artificial  Dyestuffs 
Used  in  the  United  States  by  Thomas  H.  Norton. 

R.  NORRIS  SHBEVE. 
NEW  YORK  CITY 
December,  1921. 


ABBREVIATIONS 

Dye  Application  Column 

A Acid  dye 

ACr Acid  chrome  dye 

B Basic  dye 

CL Color  lake 

D Direct  dye 

MF Color  made  on  fiber 

M Mordant  dye 

S Sulfur  dye 

ss Spirit  soluble  dye 

V Vat  dye 

Statistics  Column 

I  '14 Imports,  Fiscal  Year  1914  (year  ending 

June  30,  1914) 

I  '20 Imports,  Calendar  Year  1920 

M'17  . 


M'18 
M'19 


Manufactured  in  Calendar  Year 
1917,  1918,  1919,  or  1920 


M'20   ..... 

Literature  References 
BARNETT,  ANTHRACENE  AND  ANTHRAQUINONE 

E.    de    Barry    Barnett,  Anthracene    and    Anthraquinone,    1921. 

D.  Van  Nostrand  &  Co. 
BEIL. 

Beilstein,  Handbuch  der  organischen  Chemie  (3rd  Ed.). 
BER. 

Berichte  der  Deutschen  Chemischen  Gesellschaft. 
CAIN,  INTERMEDIATE  PRODUCTS 

J.  C.  Cain,  The  Manufacture  of  Intermediate  Products  for  Dyes, 

Second  Edition  1919,  Macmillan  &  Co. 
FRDL. 

P.  Friedlaender,  Fortschritte  der  Teerfarbenfabrikation,  1877-1916, 
12  vols.,  Julius  Springer. 


6  ABBREVIATIONS 

GREEN,  ORGANIC  COLORING  MATTERS 
A.  G.  Green,  A  Systematic  Survey  of  the  Organic  Colouring  Matters, 

1908  Edition,  Macmillan  &  Co. 
GEORGIEVICS  AND  GRANDMOUGIN,  DYE  CHEMISTRY 

G.  von  Georgievics  and  E.  Grandmougin,  translated  by  F.  A. 
Mason.    A  Textbook  of  Dye  Chemistry,  1920.     Scott  Green- 
wood &  Son. 
HEUMANN,  ANILINFARBEN 

K.  Heumann  (Fourth  part  edited  by  G.  Schultz),  Die  Anilinfarben 
und  ihre  Fabrikation,  Four  Parts,  1888-1906,  Friedrich  Viewig. 
LANGE,  SCHWEFELFARBSTOFFE 

Otto  Lange,  Die  Schwefelfarbstoffe,  ihre  Herstellung  und  Verwen- 

dung,  1912,  Otto  Spamer. 
LANGE,  ZWISCHENPRODUKTE 

Otto  Lange,    Die  Zwischenprodukte  der    Teerfarbenfabrikation, 
*     1920,  Otto  Spamer. 
THORPE,  Die.  CHEMISTRY 

Edw.  Thorpe,  A  Dictionary  of  Applied  Chemistry,  First  Edition, 

Longmans  Green  &  Co. 
ULLMANN,  ENZY.  TECH.  CHEMIE 

Enzyklopaedie  der  technischen  Chemie,  Edited  by  Dr.  Fritz  Ull- 
mann,  1914.     Urban  &  Schwarzenberg. 

Miscellaneous 

o ortho 

m meta 

p para 

a alpha 

j8      beta 

N Nitrogen  (signifies  nitrogen  attachment 

of  radical) 
C.  A.  nomen.     .    .     Chemical  Abstracts  nomenclature 

(mols) Molecules 

Schultz  Number    .     Number  for  dye  as  given  in  Schultz, 
Farbstofftabellen,  1914  Edition. 


INTRODUCTION 

The  contents  of  this  book  fall  into  two  parts:  first,  an  alphabetical 
list  of  intermediates  with  their  data  and  dye  tables,  and  second,  an 
aphabetical  list  of  dye  names  referring  to  their  Schultz  numbers  when 
known,  by  which  any  dye  here  classified  can  be  found  in  the  tables  by 
looking  in  the  "Page  Index  of  Schultz  Numbers"  at  the  end  of  the  book 
for  the  appropriate  pages. 

Often  an  intermediate  is  known  by  as  many  as  half  a  dozen  names, 
and  each  one  is  listed  in  its  alphabetical  order,  but  the  synonyms  all 
refer  to  one  name  under  which  are  arranged  the  tables  and  other  data. 
Thus  the  book  is  a  glossary  of  intermediate  names.  In  selecting  the 
name  given  at  the  head  of  the  data  for  a  certain  intermediate,  the 
writer  was  influenced  first  by  considerations  of  clearness  and  then 
of  custom  and  usage.  For  a  full  discussion  of  this  important  nomen- 
clature question,  reference  is  made  to  the  nomenclature  section  of  this 
introduction. 

Following  the  synonyms,  is  given  the  structural  formula,  the  empirical 
formula,  and  the  molecular  weight.  It  is  the  emphatic  opinion  of  the 
writer  that  the  indexing  of  organic  compounds  by  their  formulas  is  the 
simplest,  the  most  universal,  and  the  clearest.  Chemical  Abstracts, 
starting  with  1920,  has  inserted  a  formula  index,  and  it  is  believed  that 
chemists  can  find  a  given  intermediate  quicker  and  more  surely  in 
Chemical  Abstracts  by  the  use  of  this  formula  index  than  by  the  ordinary 
subject  index.  The  formulas  given  here  will  be  an  aid  in  this  direction. 
Furthermore  a  formula  index  is  included  in  this  book. 

Under  each  intermediate  there  is  listed  a  short  description  of  methods 
of  Formation  followed  by  Literature  References.  These  are  not  exhaustive 
in  any  sense,  but  the  aim  has  been  to  give  the  usual  commercial  prepa- 
ration together  with  several  references  to  the  literature  for  any  one  who 
desires  more  details.  The  references  to  Lange,  Zwischenprodukte, 
cover  the  German  patents. 

In  order  to  give  some  basis  for  judging  the  extent  to  which  a  dye  or 
an  intermediate  is  used,  the  statistical  data  for  importation  and  manu- 
facture in  the  United  States  is  given  under  Statistics.  These  data  are 
taken  from  the  following  government  reports :  Census  of  Dyes  and  Coal- 
Tar  Chemicals,  by  U.  S.  Tariff  Commission;  Artificial  Dyestuffs  Used  in 
the  U.  S.,  by  Thomas  H.  Norton,  and  Chemicals  and  Allied  Products 

7 


8  INTRODUCTION 

Used  in  the  U.  S.  by  E.  R.  Pickrell.  The  Imports  1914  both  under  inter- 
mediates and  under  dyes  refer  to  the  imports  for  the  fiscal  year  ending 
June  30,  1914.  Otherwise  the  imports,  and  always  the  amounts  manu- 
factured, refer  to  the  calendar  year  marked.  It  is  believed  that  the 
addition  of  these  statistical  data  to  the  tables  will  be  of  much  service  in 
pointing  out  forcibly  the  relative  commercial  importance  of  the  dyes 
and  intermediates,  and  will  help  to  complete  development  of  the  dye 
industry  in  America.  In  considering  these  statistics,  it  must  be  borne 
in  mind  that  since  1914  the  United  States  has  been  endeavoring  to 
fully  supply  her  own  needs,  and  proceeded  naturally  along  the  lines  of 
least  resistance,  so  that  often  a  dye  was  manufactured  because  of  its 
comparative  simplicity,  to  be  later  superseded  by  a  more  suitable  dye 
of  more  complexity.  The  Imports  for  1914  (fiscal  year  ending  June 
30,  1914)  are  "normal"  except  that  Vat  Dyes  were  not  imported  as 
heavily  that  year  as  had  been  the  usual  case. 

The  statistics  of  import  of  a  dye,  especially  for  the  fiscal  year  ending 
June  30,  1914,  often  include  a  number  of  very  similar  though  not 
identical  dyes.  These  statistics  were  obtained  by  adding  together  the 
individual  dye  weights  as  listed  by  Norton  under  a  given  Schultz 
number. 

Where  F14,  M'19,  Manufactured  1919,  etc.,  are  given  followed  by  a 
question  mark,  it  indicates  that  the  dye  or  intermediate  was  imported 
or  manufactured  for  the  year  marked  but  in  amounts  that  have  not 
been  disclosed  by  the  U.  S.  Government. 

When  a  figure  is  given  for  imports  or  manufactures  of  dyes  or  inter- 
mediates, this  figure  always  refers  to  pounds. 

The  tables  proper  give  for  any  intermediate  all  the  dyes  listed  in 
Schultz,  Farbstofftabellen,  1914  Edition,  that  are  derived  from  this 
intermediate.  This  includes  practically  all  of  the  important  dyes 
except  a  few  of  the  newer  ones  of  undisclosed  constitution.  Thus  a 
given  dye  is  separately  arranged  under  each  of  its  intermediates.  As 
there  is  named  in  a  special  column  the  Other  Intermediates  constituting 
a  dye  besides  the  one  at  the  head  of  each  table,  the  intermediate  rela- 
tionship is  clearly  stated. 

The  following  dyes  listed  in  Schultz,  Farbstofftabellen  (1914),   are 
not  classified,  on  account  of  lack  of  information  as  to  their  composition- 
30    Radial  Yellow  G  706    Cachou  de  Laval 

87    Peri  Wool  Blue  707    Sulfine  Brown 

608  Euchrysine  708    Sulfaniline  Brown 

609  Homophosphine  G  744    Sulfo  Black  B,  2B 


INTRODUCTION  9 

751  Krygene  Brown  RB  756  Kryogene  Black  TGO 

752  Kryogene  Direct  Blue  GO  757  Sulfogene  Brown  G,  D 

753  Kryogene  Direct  Blue  B  863  Anthraquinone  Blue  Green  B  XO 

754  Kryogene  Direct  Blue  3B  871  Indanthrene  Violet  RN  Extra 

755  Kryogene  Black  BNX 

In  very  many  cases,  the  writer  has  supplemented  the  information 
in  Schultz,  Farbstofftabellen,  as  to  composition  of  dyes,  and  hence  has 
been  able  to  classify  many  dyes  whose  composition  is  indefinite  in  this 
book.  In  a  number  of  instances  when  Schultz  refers  the  dyes  to  com- 
plex intermediates,  these  have  been  split  into  simpler  components,  and 
the  components  as  well  as  the  complex  parent  compound  have  all  been 
indexed.  Also  certain  obvious  errors  in  Schultz,  Farbstofftabellen,  have 
been  corrected,  as  for  example,  where  in  #182,  reference  is  made  to 
l-amino-4-naphthol-sulf onic  acids  which  the  patent  refers  to  ai :  a4- 
sulfonic  acids  (l-amino-8-naphthol-sulfonic  acids)  and  specifically  names 
H  acid  in  the  example  given. 

When  the  patents  describing  a  dye  list  a  number  of  intermediates, 
then  those  listed  under  Example  I  of  the  patent  are  chosen  for  classifica- 
tion unless,  of  course,  Schultz,  Farbstofftabellen,  gives  definite  composi- 
tion to  the  dye.  Quite  often  intermediates  are  indexed  even  though 
not  a  component  part  of  the  final  dye,  provided  they  were  necessary 
to  its  manufacture,  e.g.  benzoic  acid  in  the  manufacture  of  certain  of 
the  Triphenyl-methane  Dyes  as  Diphenylamine  Blue  and  Aniline  Blue. 

All  possible  intermediates  for  any  given  dye  are  not  indexed,  but  it 
is  hoped  to  extend  the  present  classification  at  a  later  date.  Previous 
tables  resembling  those  given  here,  but  along  much  less  extensive  lines, 
are  to  be  found  in  Heumann,  Die  Anilinfarben  und  ihre  Fabrikation 
IV,  II,  2,  pages  1943-2013,  and  Lefevre,  Traite  des  Matieres  Colorantes 
(1896),  pages  140-407. 

In  the  column  in  the  tables  headed  Other  Intermediates  Used  and 
Notes,  there  is  given  first  the  intermediates  other  than  the  one 'at  the 
head  of  the  table,  which  compose  the  dye  in  question.  Unless  other- 
wise marked,  it  is  to  be  understood  that  one  molecule  of  an  intermediate 
is  used.  When  more  than  one  molecule  is  employed,  of  the  intermediate 
heading  the  table,  then  the  name  of  this  intermediate  is  also  given  in 
the  Other  Intermediates  column  followed  by  the  number  of  molecules 
(mols)  that  are  used  in  the  dye. 

The  notes  are  in  brackets,  and  are  mostly  self-explanatory,  and  refer 
chiefly  to  constituents,  such  as  sulfur  (S),  sodium  sulfide  (Na2S),  and 
the  like,  which  enter  into  the  formation  of  the  dye.  Such  steps  as 


10  INTRODUCTION 

Sulfonation,  Bromination,  and  Chlorination  are  given,  but  Coupling 
by  Diazotization  and  Condensation  are  to  be  understood. 

Under  notes  is  generally  listed  the  name  of  a  given  dye  if  it  is  a  step 
in  the  preparation  of  the  dye  classified  in  the  table,  but  this  component 
dye  is  not  used  as  the  index  or  heading  for  any  of  the  dye  classification 
tables,  and  this  fact  is  indicated  by  placing  the  name  of  the  component 
dye  in  a  bracket. 

Indigo  is  an  exception,  and  the  dyes  based  on  it  are  tabulated  there- 
under as  well  as  under  the  various  component  intermediates. 

The  last  column  in  the  tables  classifies  the  dyes  by  their  usual  method 
of  application  as  indicated  by  the  following  abbreviations. 

A Acid  dye 

ACr Acid  chrome  dye 

B Basic  dye 

CL      Color  lake 

D     ........     Direct  dye 

MF Color  made  on  fiber 

M Mordant  dye 

S Sulfur  dye 

ss Spirit  soluble  dye 

V Vat  dye 

A  classification  of  this  kind  is  not  very  exact  in  certain  cases  where 
a  dye  is  susceptible  of  several  different  methods  of  application.  The 
aim  has  been  to  give  the  mode  of  application  most  generally  employed. 
Regarding  the  naming  of  the  dyes,  there  is  used  in  the  tables  that 
name  first  given  in  Schultz,  Farbstofftabellen  (1914),  followed  by  a 
second  name  in  those  cases  where  the  second  name  is  more  generally 
used  in  the  United  States  than  the  first  Schultz  name. 

A  glossary  of  the  ordinary  German  and  Swiss  names,  together  with 
many  of  the  American  and  English  names,  is  given  in  the  back  of  the 
book.  It  would  have  been  very  helpful  to  have  added  to  this  list  all 
the  current  American  and  English  marks,  but  in  the  present  develop- 
ment stage  of  the  American  dye  industry,  this  turned  out  to  be  im- 
practical. The  list  as  given  includes  those  listed  and  classified  by 
Norton  in  Artificial  Dyestuffs  Used  in  U.  S.,  with  various  corrections 
and  a  considerable  number  of  additions.  These  names  refer  to  "Schultz' ' 
numbers  where  known,  and  as  the  last  few  pages  of  the  book  give  a  list 
of  the  pages  on  which  occur  references  to  any  "Schultz"  number,  the 
place  of  any  dye  of  known  constitution  can  be  readily  found,  together 
with  the  data,regarding  that  dye. 


INTRODUCTION  11 

In  the  tables,  the  dyes  are  classified  under  the  usual  constitutional 
headings,  which  are  here  grouped  in  the  following  list: 

Nitroso  Dyes 

Nitro  Dyes 

Stilbene  Dyes 

Pyrazolone  Dyes 

Monoazo  Dyes 

Disazo  Dyes 

Trisazo  Dyes 
—   Tetrakisazo  Dyes 
— -   Auramines 
««^.Triphenyl-methane  Dyes 
— — •  Diphenyl-naphthyl-methane  Dyes 

Xanthone  Dyes 
— -  Acridine  Dyes 

Quinoline  Dyes 

Thiobenzenyl  Dyes 

Indophenol 

Oxazine  Dyes 
— •   Thiazine  Dyes 

Azine  Dyes 

Sulfur  Dyes 

Anthraquinone  and  Allied  Dyes 

Indigo  Group  Dyes 

Aniline  Black  Group 

NOMENCLATURE 

The  scientific  naming  of  intermediates  has  indeed  been  confused, 
and  in  many  instances  a  number  of  names  have  been  used  for  the  same 
compound,  or  the  same  name  for  several  different  compounds.  It  has 
been  the  aim  of  this  book  to  give  the  various  names  met  with  in  the 
literature  for  the  intermediates,  and  to  cross-index  these  names  in  the 
alphabetical  arrangement, — thus  giving  a  glossary  of  intermediate 
names  for  all  those  common  intermediates  here  considered.  Further- 
more the  common  or  trivial  names  are  listed  in  a  very  complete  manner 
and  include  the  trivial  names  for  many  intermediates  not  specially 
considered  here.  As  mentioned  before,  there  has  been  chosen  for  the 
principal  name  from  among  the  various  synonyms  that  name  which  is 
clear  and  which  is  sanctioned  by  custom.  In  so  choosing,  the  tendency 
has  been  to  adopt  a  few  of  the  well-known  trivial  or  common  names, 


12  INTRODUCTION 

such  as  H  Acid  and  Nevile-Winther's  Acid,  in  place  of  the  strictly 
chemical  names;  for  the  writer's  experience  is  that  dye  men,  whether 
in  the  research  laboratory,  the  factory,  or  the  office,  speak  of  H  Acid  for 
example,  and  not  l-amino-8-naphthol-3 :  6-disulfonic  acid. 

The  most  scientific  nomenclature  is  that  used  by  Chemical  Abstracts 
of  the  American  Chemical  Society.  This  is  fully  explained  in  the 
Introduction  to  Decennial  Index  of  Chemical  Abstracts,  as  well  as  in 
the  Journal  of  the  American  Chemical  Society.1 

It,  however,  offers  the  disadvantage  of  requiring  considerable  study 
to  master  its  principles,  which  often  vary  from  the  practice  of  the  dye 
industry,  and  furthermore  there  is  comparatively  little  literature  per- 
taining to  dyes  and  intermediates  in  the  years  covered  by  Chemical 
Abstracts. 

On  the  other  hand,  organic  chemistry  is  now  so  complex  that  more 
attention  must  be  paid  to  scientific  naming  of  organic  compounds, 
and  also  the  amount  of  dye  literature  contained  in  Chemical  Abstracts 
is  increasing  yearly,  so  that  it  is  to  the  advantage  of  the  dye  chemist 
to  familiarize  himself  with  the  procedure  of  Chemical  Abstracts,  and  it 
cannot  be  too  strongly  recommended  that  every  one  make  a  study 
of  the  principles  of  Chemical  Abstracts  nomenclature  as  disclosed  in 
the  references  given  above. 

This  book  aims  to  give  the  Chemical  Abstracts  name  for  each  inter- 
mediate; and  in  the  many  cases  where  this  name  differs  from  the  one 
in  common  use,  this  Chemical  Abstracts  name  is  so  designated  by 
being  marked  C.  A.  nomen.,  as  an  abbreviation  for  Chemical  Abstracts 
Nomenclature.  If  only  one  name  is  listed,  it  is  to  be  understood  that 
this  is  the  one  sanctioned  by  Chemical  Abstracts. 

Beginning  with  the  1920  volumes  of  Chemical  Abstracts,  a  Formula 
Index  is  included,  which  offers  the  easiest  way  to  find  reference  to  a 
chemical  compound  or  its  nomenclature. 

In  case  of  many  benzene  derivatives,  the  writer  has  adopted  the 
Chemical  Abstracts  nomenclature,  as  there  is  considerable  confusion 
in  the  literature  regarding  these  names,  and  as  the  Chemical  Abstracts 
procedure  does  not  vary  greatly  as  a  rule  from  well-recognized  practice. 
However,  in  case  of  many  of  the  naphthalene  derivatives  the  Chemical 
Abstracts  practice  is  so  far  from  what  is  commonly  used  that  the  Chem- 
ical Abstracts  names  are  only  given  as  synonyms.  The  men  responsible 
for  Chemical  Abstracts  are  showing  a  great  willingness  to  bring  their 
1  Patterson  and  Curran,  J.  Amer.  Chem.  Soc.  39,  1623-38  (1917). 


INTRODUCTION  13 

system  as  near  to  that  used  in  practice  as  possible,  and  in  all  probability 
the  near  future  will  show  closer  accord. 

The  very  common  use  of  more  than  one  of  the  terms  ortho,  meta,  and 
para,  to  indicate  position  of  substituents,  is  very  confusing  and  should 
be  dropped  in  preference  either  to  the  procedure  of  Chemical  Abstracts 
where  one  such  term  is  used  in  connection  with  numbers,  or  to  the 
use  of  numbers  alone.  For  example,  m-nitro-p-toluidine  (CH3  =  1)  and 
o-amino-phenol-p-sulfonic  acid  should  be  replaced  by  2-nitro-p-toluidine 
(NH2=1)  and  2-amino-l-phenol-4-sulfonic  add,  the  present  Chemical 
Abstracts  usage.  In  the  former  case  the  writer  much  prefers  the  name 
l-amino-2-nitro-4-toluene. 

Chemical  Abstracts  uses  p-toluidine  (NH2  =  1)  and  p-phenylene-dia- 
mine  and  the  like  as  "index  compounds"  with  the  various  substituents 
as  modifiers,  arranged  in  an  inverted  order  in  their  indices.  In  this 
book  the  practice  of  Chemical  Abstracts  in  this  regard  is  followed, 
except  for  the  inversion  for  the  principal  name  of  the  intermediate. 
The  other  names  are  given  as  synonyms  and  cross-indexed.  However, 
in  the  body  of  the  tables,  such  terms  as  o-amino-phenol-p-sulfonic  acid 
are  used  in  a  few  cases  because  of  their  very  common  usage,  and  conse- 
quent quick  recognition. 

Treating  the  matter  broadly,  the  gist  of  the  Chemical  Abstracts 
nomenclature  practice  is  that  the  " chief  function"  of  a  compound  is 
expressed  in  the  main  part  of  the  name,  which  with  "its  functional 
ending,  if  any,  is  placed  first  in  the  index,  the  names  of  the  substituents 
following."  The  numbering  starts  from  the  "chief  function"  and  is 
not  varied  by  the  addition  of  substituents,  for  instance, — 2:  7-naphtha- 
lene-sulfonic  acid  is  an  "index  compound,"  as  is  likewise  1  naphthalene- 
sulfonic  acid;  and  their  amino,  halogen,  and  nitro  derivatives  are 
indexed  thereunder.  For  instance,  Laurent's  Acid  or  what  is  ordinarily 
called  l-naphthylamine-5-sulfonic  acid  is  indexed  by  Chemical  Abstracts 
under  1-naphthalene-sulfonic  acid,  and  called  5-amino-l -naphthalene- 
sulfonic  acid.  In  the  decennial  index,  hydroxy  was  also  considered  as 
a  substituent. 

However,  naphthol-sulfonic  acids  and  phenol-sulfonic  acids  are  now 
recognized  by  Chemical  Abstracts  as  exceptions  to  their  rule  of  assigning 
the  chief  function  to  acids,  and  of  allowing  only  one  functional  ending 
in  the  index  name.  So  that  while  in  the  decennial  index  these  -ol- 
sulfonic  acids  had  their  numbering  start  with  the  sulfonic  group,  now 
the  numbering  begins  with  the  hydroxyl.  For  example,  l-naphthol-4- 
sulfonic  acid  and  l-naphthol-8: 6-disulfonic  acid.  In  case  of  amino-  nitro- 


14  INTRODUCTION 

chloro-  derivatives  and  the  like,  the  positions  are  referred  to  the  set 
numbering  of  the  index  compound.  Take  H  Acid, — this  is  viewed  as  a 
derivative  of  index  compound  l-naphthol-3: 6-disulfonic  acid  by  Chemical 
Abstracts,  and  is  named  in  their  index  as  8-amino-l-naphthol-3: 6- 
disulfonic  add,  or  in  their  inverted  form  as  l-naphthol-3: 6-disulfonic 
acid,  8-amino-. 

This  numbering  is  quite  different  from  the  ordinary  numbering  of 
l-amino-8-naphthol-3: 6-disulfonic  acid  for  H  Acid.  The  giving  in  this 
book  of  both  nomenclatures  will  help  in  the  using  of  Chemical  Ab- 
stracts, and  as  a  further  aid  in  this  direction  the  first  letter  of  the 
index  compound  as  employed  in  Chemical  Abstracts  is  italicized. 

The  rule  of  Chemical  Abstracts  regarding  arrangement  of  substituents, 
reads  as  follows: — "The  names  of  substituent  radicals  in  the  name  of  a 
compound  are  arranged  in  alphabetical  order."  This  is  an  excellent 
practice  and  should  be  universally  adopted.  In  conformance  with  this, 
benzyl-ethyl-aniline  is  recommended,  and  not  ethyl-benzyl-aniline. 

In  the  naming  of  toluene  derivatives,  the  usual  custom  has  been  to 
start  numbering  from  the  CH3  group  irrespective  of  other  substituents. 
In  Chemical  Abstracts,  the  numbering  starts  from  the  chief  function, 
and  the  order  of  the  chief  function  is:  "onium  compounds,  acid  (car- 
boxylic  first),  acid  halide,  amide,  imide,  aldehyde,  nitrile,  ketone,  alcohol, 
phenol,  mercaptan,  amine,  imine,  ether,  sulfide  (and  sulfoxide  and  sul- 
fone)."  So  whenever  sulfonic  acid  is  present,  the  start  of  the  numbering 
is  with  this  group,  except  that  the  carboxylic  group,  being  an  acid  radical, 
is  of  same  order  as  sulfonic,  and  has  been  given  precedence  over  the 
sulfonic  radical.  Instead  of  toluidine-sulfonic  acid  with  the  numbering 
based  on  the  CHs,  Chemical  Abstracts  uses  amino-o-  (or  m-  or  p-) 
toluene-sulfonic  acid  and  starts  the  numbering  with  the  sulfonic  acid 
group.  Toluidines  start  their  numbering  from  the  NH2  group,  as  it  has 
precedence  over  CH3.  Another  divergence  of  the  Chemical  Abstracts 
practice  from  the  ordinary  numbering  is  the  place  of  the  numbers 
or  letters  in  such  terms  as  the  following: 

Ordinary  Practice  Chemical  Abstracts  Practice 

Naphthalene-2:  7-disulfonic  Acid        2:  7-Naphthalenedisulfonic  Acid 
Toluene-p-sulf  onic  Acid  p-Toluenesulfonic  Acid 

The  custom  of  using  hyphens  to  set  off  radicals  and  substituents  from 
each  other  and  from  the  parent  compound  is  extensively  used  in  this 
book  for  the  sake  of  clearness,  and  as  an  aid  to  the  eye  and  the  mind. 
No  one  thinks  of  a  complex  organic  chemical  as  a  whole,  but  as  a  com- 


INTRODUCTION  15 

plex  of  various  substituents  around  a  central  body;  therefore  the 
writing  of  a  long  name  like  tetramethyldiaminodiphenymethane  as  one 
word  is  very  reprehensible  and  should  be  early  abandoned.  Otherwise 
the  careless  practice  of  writing  as  two  or  more  separate  words  the 
name  of  one  chemical  individual  is  bound  to  increase;  already  this 
latter  practice  is  gaining  too  much  headway,  as  can  be  seen  by  an 
inspection  of  our  trade  or  semi-technical  journals. 

The  rule  about  hyphens  as  used  here  is  to  insert  them  between 
all  radicals,  and  between  the  radicals  and  the  parent  body,  except 
in  the  case  of  compound  radicals,  such  as  melhylamino-  (CH3NH-), 
tetraethyl-,  disulfonic-  and  the  like.  Methylamino  should  not  be  written 
methyl-amino.  While  Chemical  Abstracts  does  not  employ  hyphens 
in  this  broad  way,  yet  the  use  of  hyphens  has  been  extended  to  the 
names  otherwise  following  Chemical  Abstracts  procedure. 

It  is  clearly  recognized  that  the  nomenclature  here  used  is  not  always 
consistent  as  between  the  scientific  and  common  usage.  For  example 
while  ^-amino-l-phenol-4-sulfonic  add  is  listed  as  the  principal  name 
of  this  intermediate,  yet  in  the  body  of  the  tables  the  ordinarily  used 
synonym  o-amino-phenol-p-sulfonic  acid  is  given  because  of  its  quick 
recognition.  However,  the  movement  to  a  more  scientific  nomen- 
clature such  as  used  by  Chemical  Abstracts  should  be  encouraged  as 
much  as  possible,  and  such  terms  as  o-amino-phenol-p-sulfonic  add 
should  be  dropped  gradually. 


PART  I 

INTERMEDIATES 


KEY  TO  PART  I  INTERMEDIATES  AND  DYE  TABLES 

The  arrangement  is  alphabetical  not  only  by  chemical  but  by  trivial 
or  common  names.  Many  trivial  names  are  listed  for  intermediates 
which  are  not  further  considered.  Dye  tables  and  other  data  ac- 
company those  intermediates  which  enter  directly  into  the  formation 
of  the  commonly  used  dyes. 

Synonyms  and  trivial  names  are  given  for  the  intermediates,  and 
these  synonyms  and  trivial  names  are  listed  not  only  under  the  ap- 
propriate intermediate  but  also  separately  in  the  alphabetical  arrange- 
ment. 

That  chemical  name  called  for  by  the  Chemical  Abstracts  nomen- 
clature is  to  be  found  either  as  the  principal  name  of  each  intermediate 
or  among  its  synonyms.  This  is  distinguished  by  being  followed  by 
the  abbreviation  C.  A.  nomen.,  except  when  only  one  name  is  used  for 
an  intermediate,  in  which  case  this  name  is  the  one  in  common  usage 
and  is  also  that  one  sanctioned  by  Chemical  Abstracts.  In  the  indices 
of  Chemical  Abstracts  the  names  are  alphabetically  arranged  under  a 
number  of  " parent  compounds"  which  in  ordinary  usage  are  preceded 
by  the  modifying  radicals.  As  this  book  follows  the  ordinary  usage, 
it  was  thought  that  it  would  be  helpful  to  designate  the  Chemical  Ab- 
stracts "  parent  compound,"  which  is  done  by  italicizing  the  first 
letter  of  these  "parent  compounds"  in  those  names  following  Chemical 
Abstracts  nomenclature. 

The  prefixes  m-,  o-,  p-,  a-,  j8-  and  the  like  are  not  considered  in  the 
main  alphabetical  arrangement.  Hence  /3-naphthol  (beta-naphthol)  is 
to  be  found  under  N. 

The  import  statistics  are  not  for  each  strictly  individual  dye  mark, 
but  represent  a  group  identical  to  or  closely  resembling  a  given  Schultz 
dye.  These  figures  are  arrived  at  by  adding  the  total  poundage  of  these 
dyes  arranged  by  Norton  under  each  Schultz  number  in  his  book, 
Artificial  Dyestuffs  Used  in  U.  S. 

Unless  otherwise  marked,  it  is  to  be  understood  that  only  one  mole- 
cule of  each  intermediate  is  a  part  of  a  dye.  Furthermore,  when  more 
than  one  molecule  is  employed  of  the  intermediate  heading  a  dye  table, 
the  name  of  this  intermediate  is  entered  under  the  Other  Intermediates 
column  followed  by  the  number  of  molecules  involved. 

A  fuller  consideration  of  these  principles  is  to  be  found  in  the  Intro- 
duction. See  also  abbreviations  on  page  5. 

18 


INTERMEDIATES 


The  intermediates  are  arranged  alphabetically  by  their  chemical 
names  and  by  their  trivial  or  common  names,  and  they  are  accompanied 
by  the  dye  tables  and  other  data.  See  Introduction,  or  page  18,  for 
explanation  of  this  arrangement. 


A  Acid 

l:7-Dihydroxy-naphthalene-3:6-disulfonic 
herein) 

Acenaphthenequinone  (C.  A.  nomen.) 
7:  8-Diketo-acenaphthene 
CO-CO 


Acid   (not  considered 


FORMATION. — From  acenaphthene  by  oxidation 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  242 
Dyes  Derived  from  Acenaphthenequinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

907 

Ciba  Scarlet  G 

1  J14:—  22,265 

2-Hydroxy-thio- 

V 

I  '20:—  25,578 

naphthene 

908 

Ciba  Red  R 

I  '14:—  1,001 

2-Hydroxy-thionaph- 

V 

thene  [Bromination] 

911 

Ciba  Orange  G 

I'  14:—     222 

5-Amino-2-hydroxy- 

V 

thionaphthene 

3-Acenaphthenol  (C.  A.  nomen.) 
See,  3-Hydroxy-acenaphthene 

8- Acetamido  -  5  -  amino  -  2>  naphthalene  -  sulfonic   Acid    (C.  A, 

nomen.) 

See,  Acetyl-l:4-riaphthylene-diamine-6-sulfonic  Acid 
19 


•-   \::.DYES  CLASSIFIED  BY  INTERMEDIATES 

1-Acetamido-anthraquinone 
NH  .  CO .  CH3 

=  Ci6HuNO,:=265 


FORMATION.— From   1-amino-anthraquinone  by  action  of  acetic  an- 
hydride on  solution  in  oleum 
LITERATURE. — Lange,  Zwischenprodukte,  #3124 

Dyes  Derived  from  1-Acetamido-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

813 

Indanthrene 

I  '14:—  1,268 

1:6-    (or    1:7-)   Diacet- 

V 

Copper  R 

amido-anthraquinonc 

2-Acetamido-anthraquinone 


3^265 


FORMATION. — From   2-amino-anthraquinone   by  action  of  acetic  an- 
hydride on  oleum  solution 
LITERATURE. — Lange,  Zwischenprodukte,  #3124 

Dyes  Derived  from  2-Acetamido-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

812 

Indanthrene 

I  '14:—  2,103 

1:6-    (or    1:7-)    Diacet- 

V 

Orange  R  T 

I  '20:—  381 

amido-anthraquinone 

8-Acetamido-l-naphthol-3 :  6-disulf onic  Acid 
See,  Acetyl-H  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Acetanilide 
NH.COCH3 


21 


STATISTICS.—  Manufactured  1917:—  1,897,703  Ibs. 
Manufactured  1918:—  2,085,088  Ibs. 
Manufactured  1919:—  1,934,125  Ibs. 
Manufactured  1920:—  2,667,252  Ibs. 

FORMATION.  —  By  heating  aniline  with  glacial  acetic  acid 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  52 
Lange,  Zwischenprodukte,  #117 

USES.  —  For  preparation  of  p-nitro-acetanilide,  and  for  p-nitro-aniline 

Aceto-acetic  Ethyl  Ester 

CH3  .  CO  .  CH2  .  CO  .  OC2H5  =  C6H10O3  =±  130 

FORMATION.  —  By  the  reaction  of  dry  sodium  ethylate  and  dry  ethyl 
acetate 

Dyes  Derived  from  Aceto-acetic  Ethyl  Ester 


Schult- 
Number 
for  Dye 

Ordinary  Name  and  I 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

PYRAZOLONE  DYES 

19 

Flavazine  L 

I  '14:—  38,908 

Aniline 

A 

Fast  Light  Yellow 

I  '20:—  9,327 

Phenyl-hydrazine-p- 

sulfonic  Acid 

22 

Xylene  Yellow  3  G 

I  '14:—  23,074 

2:  5-Dichloro-phenyl- 

A 

I  '20:—  77,782 

hydrazine-4-sulfonic 

Acid 

25 

Dianil  Yellow  3  G 

Primuline-sulfonic  Acid 

!D 

27 

Dianil  Yellow  2  R 

Primuline-sulfonic  Acid 

D 

Phenyl-hydrazine-p-sul- 

fonic  Acid 

ANTHRAQUINONE  AND 

ALLIED  DYES 

773 

Anthracene  Yellow 

I  '14:—  4,046 

Pyrogallol 

M 

N-Acetyl-l-amino-8-naphthol-3 : 6-disulf  onic  Acid 

See,  Acetyl-H  Acid 


22 


DYES  CLASSIFIED  BY  INTERMEDIATES 

Acetyl-H  Acid 

JV-Acetyl-l-amino-8-naphthol-3: 6-disulfonic  Acid 
8-Acetamido-l-naphthol-3:6-disulfonic  Acid  (C.  A.  nomen.) 
HO     NH.CO.CH3 


H03S 


S03H 


STATISTICS. — Manufactured  '20: — ? 
FORMATION. — From  H  acid  by  acetylation 

Dyes  Derived  from  Acetyl-H  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

42 

Amido  Naphthol 
RedG 

I  '14:—    3,500 
M  '17:—     ? 

Aniline 

A 

M  '18:—     ? 

M'19:—     ? 

M  '20:—  132,637 
I  '20:—    2,028 

66 

Amido  Naphthol 
Red6B 

I  '14:—  45,697 
M'18:—     ? 

p-Amino-acetanilide 

A 

M'19:—     ? 

M  '20:—  142,567 

I  '20:—     1,299 

Acetyl-1: 4-naphthylene-diamine-6-sulfonic  Acid 

8-Acetamido-5-amino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
NH2 


H03S 


NH.CO.CHs 


FORMATION. — From  mixture  of  l-naphthylamine-6-and-7-sulfonic  acids 
(Cleve's  Acids)  by  acetylation  with  glacial  acetic  acid,  nitration 
with  mixed  acid,  and  reduction  with  iron. 

LITERATURE. — Georgievics  and  Grandmougin,  Dye  Chemistry,  152 


DYES  CLASSIFIED  BY  INTERMEDIATES 


23 


Dyes  Derived  from  Acetyl-1 : 4-naphthylene-diamine-6-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

273 

Diaminogen  Blue  BB 

I  '14:—    8,308 

a-Naphthylamine 

D 

M'17:—        ? 

Schaeffer's  Acid 

I  '20:—    5,936 

[Saponification] 

274 

Diaminogen  B 

I  '14:—  313,629 

a-Naphthylamine 

D 

I  '20:—  18,120 

Gamma  Acid 

[Saponification] 

Acetyl-p-phenylenediamine 

See,  p-Amino-acetanilide  (C.  A.  nomen.) 

o-Acid  (of  Glaus  and  Voltz) 
See,  Croceine  Acid 

1:2:4  Acid 

See,  l-Amino-2-naphthol-4-sulfonic  Acid 

(3  Acid  or  Beta  Acid 

See,  Anthraquinone-2-sulfonic  Acid 

d  Acid  or  Delta  Acid 

See,  l-Naphthylamine-4:  8-disulfonic  Acid  and  2-Naphthyl- 
amine-7-sulf  onic  Acid 

e  Acid  or  Epsilon  Acid 

See,  l-Naphthol-3:  8-disulfonic  Acid 
See,  l-Naphthylamine-3 :  8-disulfonic  Acid 

and  1 :  8-Dihydroxy-naphthalene-3-sulf onic  Acid   (not  con- 
sidered herein) 

r  Acid  or  Zeta  Acid 

Naphthasultone-3-sulfonic  Acid  (not  considered  herein) 


24  DYES  CLASSIFIED  BY  INTERMEDIATES 

X  Acid  or  Lambda  Acid 

See,  l-Naphthylamine-2-sulfonic  Acid 

M  Acid  or  Mu  Acid 

See,  l-Naphthylamine-6-sulfonic  Acid 

p  Acid  or  Rho  Acid 

See,  Anthraquinone-1 :  5-disulf onic  Acid 

X  Acid  or  Chi  Acid 

See,  Anthraquinone-1 :  8-disulf  onic  Acid 

Alen's  a  or  Alen's  Alpha  Acid.     (This  is  generally  followed  by  the  class 
of  the  compound,  e.g.,  Alen's  a  Naphthylamine-disulfonic  Acid) 

See,  Freund's  Acid  (l-Naphthylamine-3:  6-disulfonic  Acid) 

l-Nitro-naphthalene-3: 6-disulfonic     Acid    (not     considered 
herein) 

Alen's  |8  or  Alen's  Beta  Acid.     (Generally  followed  by  the  class  of  the 
compound,  e.g.,  Alen's  0  Naphthylamine-disulfonic  Acid) 

l-Naphthylamine-3 :  7-disulf  onic  Acid  (not  considered  herein) 
l-Nitro-naphthalene-3 :  7-disulf  onic  Acid  (not  considered  herein) 

Alizarin 

1 : 2-Dihydroxy-anthraquinone 
a  :  /3-Dihydroxy-anthraquinone 

XXX      OH 

XX  X  /~VTT 

=:Ci4H8O4  =  240 


STATISTICS. — See  #778  in  following  table 

FORMATION. — From  sodium  2-anthraquinone-sulfonate  by  fusion  with 
caustic  oda  for  2-3  days  at  200°  C.,  in  autoclave,  and  in  presence  of 
potassium  chlorate 

LITERATURE.— Schultz,  Farbstofftabellen  (1914  Ed.),  #778 


DYES  CLASSIFIED  BY  INTERMEDIATES 


25 


Dyes  Derived  from  Alizarin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

778 

Alizarin 

I  '14:—  202,392 

M 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

I  '20:—    8,575 

779 

Alizarin  Orange 

I  '14:—  14,239 

[Nitration] 

M 

M'19:—      ? 

M  '20:—      ? 

I  '20:—       500 

780 

Alizarin  Red 

I  '14:—  81,919 

[Sulfonation] 

M 

M'17:—      ? 

I  '20:—  12,628 

781 

Erweco  Alizarin  Acid 

[Sulfonation] 

M 

RedBS 

783 

Purpurin 

[Oxidation] 

M 

787 

Alizarin  Bordeaux  B 

I  '20:—         20 

[Oxidation] 

M 

788 

Alizarin  Cyanine  R 

I  '20:—  16,781 

[Alizarin  Bordeaux  B, 

M 

Oxidation] 

797 

Alizarin  Garnet  R 

I  '14:—       720 

[1-Nitro-alizarin,      Re- 

M 

duction] 

798 

Alizarin  Maroon  W 

I  '20:—    2,014 

[Crude     Nitro-alizarin, 

M 

Reduction] 

799 

Alizarin  Cyanine  G 

I  '20:—       339 

[Alizarin   Cyanine   R, 

M 

Amidation] 

854 

Alizarin  Viridine  DG 

I  '20:—  11,397 

[Alizarin  Bordeaux  B] 

M 

p-Toluidine  (2  mols) 

[Sulfonation] 

862 

Alizarin  Blue 

I  '14:—  54,706 

[Purpurin] 

M 

Black  B 

I  '20:—  28,802 

Aniline 

[Sulfonation] 

Alpha  =  a 

Note. — This  is  not  considered  in  the  alphabetical  arrangement, 
e.g.  alpha-Naphthol  is  indexed  as  a-Naphthol  under  "N." 
However  (3-Naphthol  is  placed  after  a-Naphthol 

Alpha-Naphthol 

See,  a-Naphthol  under  N. 


26  DYES  CLASSIFIED  BY  INTERMEDIATES 

p-Amino-acetanilide  (C.  A.  nomen.) 
Acetyl-p-phenylene-diamine 

NH.CO.CH3 


NH2 


STATISTICS.  —  Imported         '14:  —  6,261  Ibs. 
Manufactured  '17:  —      ? 
Manufactured  '18:—  177,990  Ibs. 
Manufactured  '19:—  62,567  Ibs. 
Manufactured  '20:—  97,275  Ibs. 

FORMATION.  —  From   p-nitro-acetanilide   by  reduction   with   iron  and 
acetic  acid  at  not  higher  than  60°  C. 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  89 
Lange,  Zwischenprodukte,  #558 

Dyes  Derived  from  p-Amino-acetanilide 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

61 

Victoria  Violet 

I  '14:—  52,365 

Chromotropic  Acid 

A 

M'17:—      ? 

[Saponification] 

M'18:—      ? 

M  '19:—  105,086 

I  '20:—    2,082 

M'20:—      ? 

64 

Azo  Acid  Red  B 

I  '14:—  78,305 

l-Naphthol-3:6-disul- 

A 

Lanafuchsine 

M'17:—      ? 

fonic  Acid 

M'18:—      ? 

M'19:—  15,272 

I  '20:—       674 

M'20:—      ? 

65 

Azo  Coralline  L 

M'17:—      ? 

RAcid 

A 

M'18:—      ? 

M'19:—      ? 

I  '20:—       249 

M'20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 


27 


Dyes  Derived  from  p-Amino-acetanilide  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

66 

Amino  Naphthol 

I  '14:—  45,697 

Acetyl-H  Acid 

A 

Red6B 

M'18:—      ? 

M'19:—      ? 

I  '20:—    1,299 

M  '20:—  142,567 

67 

Chromotrope  6B 

I  '14:—    2,818 

Chromotropic  Acid 

A 

M'17:—      ? 

• 

M'18:—      ? 

M'19:—  77,481 

M'20:—      ? 

DISAZO  DYES 

239 

Azotol  C 

ra-Phenylene-diamine 

MF 

[Amino-chrysoidine] 

/3-Naphthol 

243 

Coomassie  Wool 

a-Naphthylamine 

A 

Black  R 

Schaeffer's  Salt 

244 

Coomassie  Wool 

M'18:—      ? 

a-Naphthylamine 

A 

Black  S 

M'19:—      ? 

RSalt 

290 

Violet  Black 

Nevile-Winther  Acid 

D 

a-Naphthylamine 

296 

Cotton  Yellow  G 

I  '14:—  31,472 

Salicylic  Acid  (2  mols) 

D 

I  '20:—    4,651 

p-Amino-acetanilide  (2 

mols) 

Phosgene 

SULFUR  DYES 

714 

Thiophor  Yellow 

p-Phenylene-diamine 

S 

Bronze  G 

Benzidine 

[Sulfur] 

715 

Thiocatechine 

[Sulfur] 

S 

3-Amino-alizarin  (C.  A.  nomen.) 
/3-Amino-alizarin 

CO       OH 


FORMATION.  —  From  3-nitro-alizarin  by  reduction. 


28 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  3-Ammo-alizarin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

803 

Alizarin  Blue  WX 

I  '14:—  319,394 

3-Nitro-alizarin 

M 

M'19:—      ? 

[Glycerol] 

I  '20:—    5,585 

804 

Alizarin  Blue  S 

I  '14:—  117,850 

3-Nitro-alizarin 

M 

I  '20:—  43,679 

[Glycerol] 

808 

Alizarin  Green  X 

I  '14:—  135,191 

3-Nitro-alizarin 

M 

I  '20:—    4,254 

[Glycerol;  Oxidation] 

809 

Alizarin  Indigo 

3-Nitro-alizarin 

M 

BlueS 

[Glycerol;  Oxidation] 

4-Amino-alizarin  (C.  A.  nomen.) 
a-Amino-alizarin 
OH 
lOH 


r=C14H9NO4  = 


STATISTICS. — See  #797  in  following  table 

FORMATION. — From  4-nitro-alizarin  by  reduction  with  alkaline  sulfides 

LITERATURE.— Schultz,  Farbstofftabellen  (1914  Ed.),  #797 

Dyes  Derived  from  4-Amino-alizarin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

797 

Alizarin  Garnet  R 

I  '14:—       720 

[This  is  4-Amino-ali- 

M 

zarin] 

805 

Alizarin  Green  Sx 

I  '14:—  15,885 

[Glycerol] 

M 

a-Amino-alizarin 

See,  4-Amino-alizarin  (C.  A.  nomen.) 


DYES  CLASSIFIED  BY  INTERMEDIATES 


29 


/3-Amino-alizarin 

See,  3-Amino-alizarin  (C.  A.  nomen.) 

2-Amino-5-(p-amino-phenyl)-6enzene-sulfonic  Acid  (C.  A.  nomen. 
SOSH=1) 

See,  Benzidine-sulfonic  Acid 
P-(P-Amino-anilino) -phenol  (C.  A.  nomen.) 

See,  4-Amino-4'-hydroxy-diphenylamine 
1-Amino-anthraquinone  (C.  A.  nomen.) 
a-Amino-anthraquinone 


CO 


NH2 


FORMATION. — (1)  From  1-nitro-anthraquinone  by  reduction  with  sodium 
sulfide 

(2)   From   anthraquinone-1-sulfonic   acid    (potassium   salt)    by 
heating  with  10  per  cent  ammonia  in  an  autoclave  to  180-190° 
LITERATURE. — Ullmann,  Enzy.  tech.  Chemie.  1,  474 

Lange,  Zwischenprodukte,  #3066,  3109,  3158 

Dyes  Derived  from  1-Amino-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

814 

Algol  YeUow  W  G 

I  '14:—  5,185 

Benzoyl  chloride 

V 

I  '20:—       4 

824 

Algol  Orange  R 

I  '14:—     51 

2-Chloro-anthraquinone 

V 

I  '20:—   406 

826 

Indanthrene  Red  G 

2  :  6-Dichloro-anthraqui- 

none 

1  -  Amino-ant  hraquinone 

(2  mols) 

830 

Indanthrene  Red  R 

I  '14:—  2,099 

2  :  7-Dichloro-anthra- 

V 

I  '20:—  6,595 

quinone 

1-Amino-anthraqui- 

none (2  mols) 

834 

Algol  Gray  B 

I  '14:—  1,192 

1-Chloro-anthraquinone 

V 

I  '20:—   840 

[Nitration,  Reduction] 

870 

Algol  Corinth  R 

I  '20:—    134 

2-Chloro-anthraquinone 

V 

[Nitration,  Reduction] 

Benzoyl  chloride 

30 


DYES  CLASSIFIED  BY  INTERMEDIATES 

2-Amino-anthraquinone  (C.  A.  nomen.) 
/3-Amino-anthraquinone 


STATISTICS.  —  Manufactured  '19:  —  ? 
Manufactured  '20:—? 

FORMATION.  —  From  sodium  anthraquinone-2-sulfonate  by  heating  with 
ammonia  water  in  an  autoclave  at  200°  C.,  preferably  in  the  presence 
of  an  oxidizing  substance 

LITERATURE.  —  Ullmann,  Enzy.  tech.  Chemie,  1,  476 
Lange,  Zwischenprodukte,  #3107 
Cain,  Intermediate  Products  (2d  Ed.),  254 

Dyes  Derived  from  2-Amino-anthraquinone 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQITINONE  AND 

ALLIED  DYES 

810 

Helidone 

I  '14:—  20,744 

2-Amino-anthraquinone 

Yellow  3  G  N 

I  '20:—    2,515 

(2  mols) 

V 

Phosgene 

811 

Algol  Yellow  3G 

I  '14:—    1,604 

2-Amino-anthraquinone 

I  '20:—     570 

(2  mols) 

V 

* 

[Succinic  acid] 

825 

Algol  Red  B 

I  '14:—    2,399 

4-Bromo-N-methyl- 

V 

I  '20:—    4,151 

anthrapyridone 

837 

Indanthrene  Blue  R 

I  '14:—       500 

2-Amino-anthraquinone 

V 

(2  mols) 

838 

Indanthrene  Blue 

I  '14:—  187,379 

2-Amino-anthraquinone 

V 

RS 

M'17:—      ? 

(2  mols) 

I  '20:—  16,385 

[Alkaline  Reduction] 

M'20:—      ? 

[or   Indanthrene   Blue 

R  reduced] 

846 

Indanthrene  Dark 

2-Amino-anthraqui- 

V 

Blue  BT 

none  (2  mols) 

[Glycerol  (4  mols)] 

[or  Benzanthrone-quin- 

oline  (2  mols)] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


31 


Dyes  Derived  from  2-Amino-anthraquinone  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

(continued) 

849 

Indanthrene  Yellow 

I  '14:—  75,192 

2-Amino-anthraquinone 

V 

G 

M'19:—      ? 

(2  mols) 

I  '20:—  75,665 

M'20:—      ? 

867 

Indanthrene  Brown 

I  '14:—    6,175 

2-Amino-anthraquinone 

V 

B 

I  '20:—    3,511 

(2  mols) 

1 :  5-    and    1 :  8-Amino-anthraquinone-sulf  onic    Acids 
5-and  8-Amino-l-emthraquinone-sulfonic  Acids  (C.  A.  nomeri) 

(H03S)      co      NH2 

—  303 


H03S 


FORMATION. — Anthraquinone  is  sulfonated  to  a  mixture  of  1 :  5-and 
1 : 8-disulfonic  acids,  which  are  then  partly  amidated  by  treatment 
with  ammonia 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  252 
Ullmann,  Enzy.  tech.  Chemie,  1,  475 
Lange,  Zwischenprodukte,  #3265 

Dye  Derived  from  1:  5-  and  1:  8-Amino-anthraquinone-sulf  onic  Acids 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

851 

Alizarin  Direct 

1  '14:—  10,201 

[Dibromination] 

A 

BlueB 

I  '20:—  2,982 

Aniline 

[Sulfonation] 

32 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Amino-azo-benzene 

Phenyl-azo-aniline  (C.  A.  nomen.) 

N 

STATISTICS. — Imported          '14: — very  small 
Manufactured  '17:— 141,888  Ibs. 
Manufactured  '18:— 171,594  Ibs. 
Manufactured  '19:—  82,755  Ibs. 
Manufactured  '20:— 152,310  Ibs. 

FORMATION. — The  amino-azo-benzene  is  prepared  from  aniline,  by 
molecular  rearrangement  of  diazo-amino-benzene,  which  in  turn  is 
made  from  aniline  and  diazo-benzene  chloride  (diazotized  aniline) 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  81 
Dyes  Derived  from  Amino-azo-benzene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

31 

Amino-azo-benzene 

M'17:—      ? 

S3 

Spirit  Yellow 

M'18:—  52,283 

M'19:—      ? 

M'20:—      ? 

137 

Fast  Yellow 

I  '14:—  37,378 

[Oleum] 

A 

Acid  Yellow 

M'17:—      ? 

M'18:—      ? 

I  '20:—    7,848 

M'20:—      ? 

DISAZO  DYES 

223 

Sudan  III 

I  '14:—    2,409 

0-Naphthol 

S3 

M  '17:—      ? 

MF 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

224 

Cloth  Red  G 

I  '14:—       401 

Nevile-Winther  Acid 

A 

M'19:—      ? 

M'20:—      ? 

225 

Croceine  AZ 

I  '14:—       500 

l-Naphthol-3:  6-disul- 

A 

'20:—       100 

fonic  Acid 

226 

Croceine  B 

l-Naphthol-4:  8-disul- 

A 

fonic  Acid 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Amino-azo-benzene  (continued) 


33 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

227 

Brilliant 

I  '14:—  125,137 

GAcid 

A 

Croceine  M 

M'17:—      ? 

M'18:—  84,643 

M  '19:—  157,509 

I  '20:—         49 

M  '20:—  129,124 

228    ' 

Ponceau  5R 

I  '14:—    2,880 

2-Naphthol-3:6:8- 

A 

Erythrine  P 

M'17:—      ? 

trisulfonic  Acid 

M'19:—      ? 

229 

Azo  Acid  Violet 

I  '14:—        150 

1  :  8-Dihydroxy-naph- 

A 

I  '20:—          11 

thalene-4-sulfonic 

M'20:—      ? 

Acid 

279 

Benzo  Fast  Scarlet 

I  '14:—  36,674 

J  Acid 

D 

M'19:—      ? 

Phosgene 

I  '20:—  24,153 

AZINE  DYES 

696 

Indamine  Blue 

Aniline  (excess) 

B 

697 

Induline  (Spirit 

I  '14:—  25,342 

Aniline  (excess) 

S3 

Soluble) 

M'17:—      ? 

M'18:—    8,589 

M'19:—  436,201 

M  '20:—  140,400 

699 

Induline  (Water 

I  '14:—  29,177 

Aniline  (excess) 

A 

Soluble) 

M'17:—  183,739 

[Sulfonation] 

M'18:—  91,724 

M'19:—  130,704 

I  '20:—       500 

M  '20:—  168,048 

701 

Paraphenylene 

p-Phenylene-diamine 

B 

BlueR 

Amino-azo-benzene-disulfonic  Acid 

6-Amino-3  :  4'-azo-bis6enzene-sulf  onic  Acid  (C.  A.  nomen.) 

S03H 

—  Ci2HiiN3O6S2  —  357 


OBMATION.  —  From  amino-azo-benzene  by  sulfonation  with  oleum 


34  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Amino-azo-benzene-disulfonic  Acid 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

247 

Double  Scarlet 

I  '14:—  39,522 

/3-Naphthol 

A 

Scarlet  EC 

M'17:—      ? 

M'18:—  74,203 

M'19:—      ? 

M'20:—      ? 

251 

Croceine  Scarlet  0 

I  '20:—        100 

Croceine  Acid 

A 

Amino-azo-benzene-sulfonic  Acid 

p-(p-Amino-phenyl-azo)-6enzene-sulfonic  Acid  (C.  A.  nomen.) 


=  277 


FORMATION.  —  From  amino-azo-benzene  by  sulfonation  at  low  tempera- 
ture by  means  of  oleum 

Dyes  Derived  from  Amino-azo-benzene-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

246 

Cloth  Scarlet  G 

I  '14:—           9 
I  '17:—      ? 

/3-Naphthol 

A 

I  '18:—      ? 

I  '19:—      ? 

I  '20:—      ? 

248 
249 
250 

Fast  Scarlet  B 
Croceine  Scarlet  3B 
Milling  Orange 

I  '14:—    1,755 
I  '14:—    9,613 
I  '14:—    4,370 

Schaeffer's  Acid 
Croceine  Acid 
Salicylic  Acid 

A 
A 

M 

6-Amino-3: 4'-azo-bis6enzene-sulfonic  Acid  (C.  A.  nomen.} 
See,  Amino-azo-benzene-disulfonic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 
a-Amino-azo-naphthalene 

4-(Naphthyl-azo)-l-naphthylamine  (C.  A.  nomen.) 


35 


\-N:N-? 


=  C2oH15N3=:297 


H2N 


FORMATION. — From  a-naphthylamine,  this  compound  is  prepared  by 
mixing  equal  molecules  of  a-diazo-naphthalene  chloride  (from 
a-naphthylamine)  and  a-naphthylamine  hydrochloride  in  cold 
aqueous  solution. 

Dyes  Derived  from  a-Amino-azo-naphthalene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYES 

694 

Rose  Magdala 

I  '14:—        597 

a-Naphthylamine 

A 

Fast  Pink  for  Silk 

695 

Paraphenylene  Violet 

I  '20:—       337 

p-Phenylene-diamine 

B 

o-Amino-azo-toluene 

p-(o-Tolyl-azo)-o-foluidine  (C.  A.  nomen.) 

CH3         CH3 

=C14H15N3  =  225 


STATISTICS.—  Manufactured  1917:—  14,355  Ibs. 
Manufactured  1918-—      ? 
Manufactured  1919:—  4,836 
Manufactured  1920:  —      ? 

FORMATION.  —  From  o-toluidine,  by  molecular  rearrangement  of  diazo- 
amino-toluene,  which  in  turn  is  made  by  the  reaction  of  equal 
molecules  of  o-toluidine  and  diazo-toluene  chloride  (diazotized 
o-toluidine) 

LITERATURE.—  Cain,  Intermediate  Products  (2d  Ed.),  82. 


36 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  o-Amino-azo-toluene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

68 

Spirit  Yellow  R 

[This  is  amino-azo- 

ss 

Yellow  Fat  Color 

toluene] 

149 

Fast  YeUow  R 

[Oleum] 

A 

DISAZO  DYES 

230 

Cloth  Red  3  GA 

I  '14:—       251 

Bronner's  Acid 

M 

231 

Cloth  Red  3B  Extra 

I  '14:—         15 

Ethyl-2-naphthjd- 

M 

I  '20:—         84 

amine-7-sulfonic  Acid 

232 

Sudan  IV 

I  '14:—         51 

/3-Naphthol 

ss 

M'17:—  13,334 

MF 

M'18:—  14,904 

M'19:—      ? 

M'20:—      ? 

233 

Cloth  Red  B 

I  '14:—    1,962 

Nevile-Winther  Acid 

M 

t 

M'18:—      ? 

M'19:—      ? 

M  '20:—      ? 

234 

Cloth  Red  G 

I  '14:—       554 

Schaeffer's  Acid 

M 

235 

Croceine  3B 

M'19:—      ? 

l-Naphthol-4:  8-disul- 

A 

M'20:—      ? 

fonic  Acid 

236 

Cloth  Red  B 

I  '14:—  14,293 

RAcid 

A 

Wool  Red  B 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

o-Amino-azo-toluene-sulfonic  Acid 

4-(4-Amino-ra-tolyl-azo)-w-foluene-sulfomc  Acid  (C.  A.  nomen.) 


CH 


CH 


FORMATION. — o-Amino-azo-toluene  is  sulfonated  with  oleum 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  o-Amino-azo-toluene-sulfonic  Acid 


37 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

252 
253 

Cloth  Scarlet  R 
Orseilline  BB 

/3-Naphthol 
Nevile-Winther's  Acid 

M 
A 

254 

Bordeaux  G 

Schaeffer's  Acid 

A 

255 

Croceine  Scarlet  8B 
Ponceau  6RB 

I  '14:—  2,379 
I  '20:—    154 

Croceine  Acid 

A 

Amino-azo-xylene 

4-(2:  4-Xylyl-azo)-2:  5-zylidine  (C.  A.  nomen.) 
H3C 


FORMATION.  —  From  xylidine,  and  by  action  of  diazo-ra-xylidine  (2:4- 
xylidine)  on  p-xylidine  (2:  5-xylidine) 

LITERATURE.—  Nolting  and  Forel,  Ber.  18,  2668  (1885) 
Nietzki,  Ber.  13,  471  (1880) 
Schultz,  Chemie  Steinkohlenteers  1,  137 

Dyes  Derived  from  Amin6-azo-xylene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

237 

Bordeaux  BX 

Schaeffer's  Acid 

A 

238 

Union  Fast  Claret 

R  Acid 

A 

m-  Ammo  -6enz  aldehyde 
HCO 


NH2        = 


38 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — Benzaldehyde  is  nitrated,  resulting  in  a  mixture  of  o-  and 
w-nitro-benzaldehyde  (20  and  80  per  cent).  The  reduction  is 
effected  and  the  o-derivative  is  removed  by  treating  the  crude 
nitration  mixture  with  sodium  hydrosulfite  and  hydrochloric  acid, 
whereupon  the  o-derivative  crystallizes  out  as  the  anhydro- 
derivative  of  o-amino-benzaldehyole.  The  solution  contains  the 
m-amino-benzaldehyde,  and  it  is  used  directly 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  144,  145 
Lange,  Zwischenprodukte,  #316-318 

USES. — For  preparation  of  m-Hydroxy-benzaldehyde 

P-Amino-6enz  aldehyde 
HCO 


NH2 

FORMATION. — p-Nitro-toluene,  in  alcoholic  solution,  is  run  into  a  solu- 
tion of  sulfu  in  caustic  soda;  and  the  mixture  is  heated  under  a 
reflux  condenser  for  1J  hours,  and  then  separated 

LITERATURE. — Lange,  Zwischenprodukte,  #319-327 
Ullmann,  Enzy.  tech.  Chemie,  2,  307 

Dyes  Derived  from  p-Amino-benzaldehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

129 

Chromazone  Red  A 

T14:—  243 

Chromotropic  Acid 

M 

130 

Chromazone  Blue  R 

Chromotropic  Acid 

M 

Ethyl-phenyl-hydrazine 

p-Amino-6enzaldehyde  Ethyl-phenyl-hydrazone  (C.  A.  nomen.) 
See,  p-Amino-benzylidine-ethyl-phenyl-hydrazone 

l-Amino-4-benzamido-anthraquinone  (C.  A.  nomen.) 
See,  l-Amino-4-benzoylamino-anthraquinone 


DYES  CLASSIFIED  BY  INTERMEDIATES 


39 


2-Amino-p-6enzene-disulfonic  Acid  (C.  A.  nomen.} 

Aniline-2 :  5-disulf  onic  Acid 

S03H 

/\NH2        =  c  H  NO  S  =:  253 

\/ 
S03H 

FORMATION. — The  sodium  salt  of  4-chloro-3-nitro-benzene-sulfonate  is 
boiled  with  sodium  sulfite,  resulting  in  formation  of  sodium  2-nitro- 
benzene-disulfonate,  which  is  reduced  with  iron  and  acetic  acid  to 
aniline-2:  5-disulf  onic  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  49 
Lange,  Zwischenprodukte,  #957 

USES. — For  preparation  of  ethyl-w-amino-phenol 

4-Amino-/n-6enzene-disulfonic  Acid  (C.  A.  nomen.} 
Aniline-2 :  4-disulf  onic  Acid 

S03H 


S03H 


'  253 


NH2 


FORMATION. — By  heating  sulfanilic  acid  (p-aniline-sulfonic  acid)  with 
oleum  at  170-180°  C. 

LITERATURE. — Ann.  198,  17 

Beilstein,  Organische  Chemie  (3  auf.)  II,  571 

Dye  Derived  from  4-Amino-/n-6enzene-disulfomc  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

263 

Jet  Black  R 

a-Naphthylamine 
Phenyl-a-naphthyl- 

A 

amine 

m-Amino-benzene-sulfonic  Acid 

See,  Metanilic  Acid 


40  DYES  CLASSIFIED  BY  INTERMEDIATES 

p-Amino-benzene-sulfonic  Acid 

See,  Sulfanilic  Acid 

Amino-benzenyl-o-amino-thio-cresol 

See,  Dehydro-thio-p-toluidine 

m-Amino-6enzoic  Acid 
COOH 


—  137 


FORMATION.  —  m-Nitrobenzoic  acid  is  reduced  with  iron  and  acetic  acid 
LITERATURE.  —  Ullmann,  Enzy.  tech.  Chemie,  2,  333 

Dyes  Derived  from  /n-Amino-benzoic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

203 

Yellow  Fast-to-soap 

Diphenylamine 

M 

204 

Diamond  Yellow  G 

Salicylic  Acid 

M 

TETRAKISAZO  DYE 

486 

Direct  Brown  J 

I  '14:—  3,640 

w-Phenylene-diamine 

D 

(3  mols) 

m-Amino-benzoic  Acid 

(2  mols) 

o-Amino-benzoic  Acid 
See,  Anthranilic  Acid 

l-Amino-4-benzoylamino-anthraquinone 

l-Amino-4-benzamido-anthraquinone  (C.  A.  nomen.) 

CO       NH2 

r=C21H14N203=:342 

NH .  COC6H6 


DYES  CLASSIFIED  BY  INTERMEDIATES 


41 


FORMATION. — By  heating  1 :  4-Diaminoanthraquinone  in  a  toluene  or 
nitro-benzene  solution  with  benzoyl  chloride 

LITERATURE. — Cf.  UUmann,  Enzy.  tech.  Chemie,  1,  164 

Dye  Derived  from  l-Amino-4-berLzoylamino-anthraquinone 


Schultz 
X  umber 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 

c/itton 
Class 

AXTHRAQUINONE  AND 

ALLIED  DYES 

833 

Algol  Olive  R 

1  '14:—  13,334 

l-Benzoylamino-4- 

V 

I  '20:—     461 

chloro-anthraquinone 

[Chloro-sulfonic  Acid] 

p-Amino-benzyl-diethylamine 

p-Amino-Ar:  Ar-diethyl-l>enzylamine  (C.  A.  nomen.) 


FORMATION. — p-Nitro-benzyl  chloride  is  treated  with  2  mols  of  diethyl- 
amine  in  alcoholic  solution  at  100°  C.;  and  the  resulting  p-nitro- 
benzyl-diethylamine  is  reduced  with  SnCk  and  HC1  to  the  p-amino- 
benzyl-diethylamine 

LiTEBATUBE. — ^Ber.  28,  1141 

Cf.  Lange,  Zwischenprodukte,  #255 

Dye  Derived  from  p-Amino-benzyl-diethylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Appli- 

rsjtifjn 

Class 

TRISAZO  DYE 

435 

Janus  Brown  B 

a-Xaphthylamine 

B 

Resorcinol  or  jw-phenyl- 

ene-diamine 

[or  Chrysoidine] 

42 


DYES  CLASSIFIED  BY  INTERMEDIATES 


o-Amino-benzyl-dimethylamine 

o-Amino-Ar:N-dimethyl-&enzylamine  (C.  A.  nomen.) 
CH2.N(CH3)2 

0NH'     = 


— 150 


FORMATION. — o-Nitro-benzyl  chloride  is  treated  with  2  mols  of  dimethyl- 
amine  in  alcoholic  solution  at  100°  C.,  and  the  resulting  o-nitro- 
benzyl-dimethylamine  is  reduced  with  SnCl2  and  HC1  to  the 
o-amino-benzyl-dimethylamine 

LITERATURE. — Cf.  Ber.  28,  1141 

Cf.  Lange,  Zwischenprodukte,  #250,  255 

Dyes  Derived  from  o-Amino-benzyl-dimethylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

74 

MONOAZO  DYES 
Tannin  Orange 

I  '14:—  2,202 
I  '20:—   349 

p-Amino-benzyl-di- 
methylamine 
/3-Naphthol  (2  mols) 

B 

75 

New  Phosphine  G 

I  '14:—    500 

p-Amino-benzyl-di- 
m'ethylamine 
Resorcinol  (2  mols) 

B 

p-Amino-benzyl-dimethylamine 

p-Ammo-N:  N-dimethyl-frenzylaimne  (C.  A.  nomen.) 

CH2 .  N(CH3)2 


NH2 


FORMATION. — p-Nitro-benzyl  chloride  is  treated  with  2  mols  of  dimethyl - 
amine  in  alcoholic  solution  at  100°  C.;  and  the  resulting  p-nitro- 
benzyl-dimethylamine  is  reduced  with  SnCl2  and  HC1  to  the  p- 
amino-benzyl-dimethylamine 

LITERATURE. — Ber.  28,  1141 

Lange,  Zwischenprodukte,  #255 


DYES  CLASSIFIED  BY  INTERMEDIATES 


43 


Dyes  Derived  from  p-Amino-benzyl-dimethylamine 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

74 

MONOAZO  DYES 
Tannin  Orange  R 

I  '14:—  2,202 
I  '20:—   249 

o-Amino-benzyl-di- 
methylamine 
!(3-Naphthol  (2  mols) 

B 

75 

New  Phosphine  G 

I  '14:—   500 

o-Amino-benzyl-di- 
methylamine 
Resorcinol  (2  mols) 

B 

p-Amino-benzyl-ethyl-aniline-sulfonic  Acid 

See,  Ethyl-sulfobenzyl-p-phenylene-diamine 

p-Amino-benzylidene-ethyl-phenyl-hydrazone 

Ethyl-phenyl-hydrazone  of  p-Amino-benzaldehyde 
p-Amino-6enzaldehyde  Ethyl-phenyl-hydrazone  (C.  A.  nomen.) 

/C2H5 

HC:N.N< 

XC6H5 


NH2 

FORMATION. — By  condensation  of  ethyl-phenyl-hydrazine  and  p-amino- 
benzaldehyde 

Dye  Derived  from  p-Amino-benzylidene-ethyl-phenyl-hydrazone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

130 

MONOAZO  DYE 
Chromazone  Blue  R 

Chromotropic  Acid 

M 

44  DYES  CLASSIFIED  BY  INTERMEDIATES 

l-Amino-2-bromo-4-hydroxy-anthraquinone 

4-Amino-3-bromo-l-hydroxy-anthraquinone  (C.  A  nomen.) 

rrcV> 
^coA;H 


Ci4H8BrN03  — 318 


FORMATION. — From    l-amino-2 :  4-dibromo-anthraquinone   by   heating 
with  monohydrate  at  100-110° 

LITERATURE. — Lange,  Zwischenprodukte,  #3314 

Dye  Derived  from  l-Amino-2-bromo-4-hydroxy-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

844 

Algol  Blue  3G 

I  '14:—  9,191 

l-Amino-2-bromo-4- 

V 

I  '20:—  3,896 

hydroxy-anthraqui- 

none  (2  mols) 

4-Amino-3-bromo-l-hydroxy-anthraquinone  (C.  A.  nomen.) 
See,  l-Amino-2-bromo-4-hydroxy-anthraquinone 

l-Amino-4-bromo-2-methyl-anthraquinone 


=  Ci5H10BrN02  =  316 


Br 


FORMATION. — 2-methyl-anthraquinone  (which  is  obtained  by  the  con- 
densation of  toluene  with  phthalic  anhydride)  is  nitrated  and 
reduced.  The  resulting  l-amino-2-methyl-anthraquinone  is  bromi- 
nated  in  a  glacial  acetic  acid  solution  and  the  l-amino-4-bromo- 
2-methyl-anthraquinone  is  formed 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  1,  486 

Barnett,  Anthracene  and  Anthraquinone,  80,  192,  229 
Cain,  Intermediate  Products  (2d  Ed.),  260 


DYES  CLASSIFIED  BY  INTERMEDIATES  45 

Dyes  Derived  from  l-Amino-4-bromo-2-methyl-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 

Import  and 
Manufacture 

Other  Intermediates 
Uied  and  Notes 

Dye 

Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

• 

859 

Cyananthrol  R 

I  '14:—  18,792 

p-Toluidine 

A 

I  '20:—  2,416 

[Sulfonation] 

860 

Cyananthrol  G 

I  '20:—  5,127 

p-Toluidine 

A 

[Sulfonation] 

l-Amino-6-chloro-anthraquinone 

,ca 


ci 


Dye  Derived  from  l-Amino-6-chloro-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

V 

827 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Indanthrene 
Bordeaux  B  extra 

I  '14:—  28,728 
I  '20:—  4,056 

l-Amino-6-chloro-an- 
thraquinone  (2  mols) 
2:  7-Dichloro-  anthra- 

qumone 

2-Amino-6-chloro-6enzene-sulfonic  Acid  (C.  A.  nomen.) 
3-Chloro-aniline-2-sulfonic  Acid 
m-Chloro-aniline-o-sulfonic  Acid 


S03H 

Cl,       |NH2        _. 


—  207.5 


FORMATION.  —  By  the   reduction    of    m-chloro-nitro-benzene-o-sulfonic 
acid  in  the  usual  way. 


46  DYES  CLASSIFIED  BY  INTERMEDIATES 

LITERATURE. — Beil.  II,  571 

Dye  Derived  from  2-Amino-6-chloro-benzene-sulfonic  Acid 


Schultz 
Number 
JOT  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

131 

MONOAZO  DYE 
Permanent  Orange  R 

/3-Naphthol 

CL 

l-Amino-4-chloro-3-methyl-benzene-6-sulfonic  Acid 

,  2-Amino-5-chloro-p-foluene-sulfonic  Acid  (C.  A.  nomen. 


2-Amino-5-chloro-p-toluene-sulfonic  Acid  (C.  A.  nomen. 
2-Chloro-5-toluidine-4-sulfonic  Acid  (CH$  =  1) 
l-Amino-4-chloro-3-methyl-benzene-6-sulfonic  Acid 


S03H 


NH2        =  C7H8C1N03S  =  221.5 


STATISTICS.— Manufactured  '20:— 22,753  Ibs 

FORMATION. — From  o-chloro-toluene-p-sulfonic  acid  (CH3  =  1)  by  nitra- 
tion and  subsequent  reduction 

LITERATURE.— Lange,  Zwischenprodukte,  #1022 

Dye  Derived  from2-Amino-5-chloro-p-toluene-sulfonic  Acid  (S03H=1) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

153 

Lake  Red  C 

I  '14:—  306,607 

/3-Naphthol 

CL 

M'19:—      ? 

I  '20:—    4,105 

DYES  CLASSIFIED  BY  INTERMEDIATES  47 

4-Amino-chrysoidine  (C.A.  nomen.) 
2:4:  4'-Triamino-azo-benzene 

H2N 

"  =  Ci2Hi3N5  =  227 


FORMATION.  —  (1)  p-Amino-acetanilide  (acetyl-p-phenylene-diamine)  is 
diazotized  and  combined  with  m-phenylene-diamine,  and  then  the 
acetyl  group  removed 

(2)  p-Nitro-aniline  is  diazotized  and  combined  with  w-phenylene- 
diamine,  and  the  product  reduced  with  sodium  sulfide 

LITERATURE.  —  Lange,  Zwischenprodukte,  #1765 

Dye  Derived  from  4-Amino-chrysoidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

239 

DISAZO  DYE 
Azotol  C 

jS-Naphthol 

MF 

2-Amino-p-cresol  (OH=1,  C.A.nomen.) 
w-Amino-p-cresol  (CHz=l) 
3-Amino-p-cresol  (Eng.  and  Germ,  nomen. 


—  C7H9NO=:123 


FORMATION. — (1)  p-Cresol  is  nitrated  and  then  reduced  with  SnCl2  and 
HC1.  (2)  p-Toluidine  is  treated  with  nitric  and  nitrous  acids  so  as 
to  form  2-nitro-p-cresol  (OH  =  1),  which  is  then  reduced  to  the 
amino  compound 

LITERATURE.— Ber.  22,  348;  24,  1960 
Beil.  II,  752 


48  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  2-Amino-p-cresol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYE 

260 

Eric-Chrome 

I  '14:—  882 

Sulfanilic  acid 

ACr 

Verdon 

jS-Naphthol 

3-Amino-p-cresol  (Eng.  andGer.  nomen.  CH3  =  1) 

See,  2-Amino-p-cresol  (OH  =1,  C.  A.  nomen.) 

3-Amino-p-cresol  (OH=1,  C.  A.  nomen.) 

6-Amino-p-cresol  (CH3=1) 

o-Amino-p-cresol  (CH3  =  1 ,  Ger.  and  English  nomen.} 

OH 


FORMATION. — p-Toluidine  is  nitrated,  and  the  3-nitro-p-toluidine 
sulfate  (NH2  =  1)  therefrom  is  treated  with  NaN02  in  the  cold 
and  then  boiled  with  dilute  sulfuric  acid,  thus  forming  3-nitro-p- 
cresol,  which  latter  on  reduction  with  SnCl2  and  HC1  gives  3-amino- 
p-cresol 

LITERATURE. — Beil.  II,  751,  753 

Dye  Derived  from  3-Amino-p-cresol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYE 

576 

Rhodamine  3G 

I  '14:—  19,568 

Dimetliylamino   -  hy- 

B 

I  '20:—     855 

droxy  -  benzoyl-  ben- 

zoic  acid 

[Ethyl  esterification] 

6- Amino-p-cresol  (CH3=1) 

See  3-Amino-p-cresol  (OH  =1,  C.  A.  nomen.) 


DYES  CLASSIFIED  BY  INTERMEDIATES 
m-Amino-p-cresol  (CH3  =  1) 

See,  2-Amino-p-cresol  (OH  =  1,  C.  A.  nomen.) 

o-Amino-p-cresol  (CHZ=1) 

See,  3-Amino-p-cresol  (OH  =  1 ,  C.  A .  nomen.) 

2-Amino-/>-cresol  Methyl  Ether  (OCH3=1) 
6-Methoxy-ra-toluidine  (C.  A.  nomen.  NHZ=1) 
m-Amino-p-cresol  Methyl  Ether  (CHS=1) 
3-Amino-4-cresol  Methyl  Ether  (CN3=1) 
OCH3 


49 


CH3 


FORMATION. — 2-Nitro-p-cresol  (OH  =  1),  obtained  by  action  of  nitrous 
and  excess  nitric  acids  upon  p-toluidine,  is  methylated  and  reduced 

LITERATURE.— Ber.  22,  348;  24,  960 

Dyes  Derived  from  2-Amino-/>-cresol  Methyl  Ether  (OCHZ=1) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

96 

MONOAZO  DYES 
Chrome  Fast 
Yellow  GG 

I  '14:—    150 
I  '20:—   500 

Salicylic  Acid 

M 

100 

Eosamine  B 

I  '14:—  1,914 
I  '20:—  1,600 

l-Naphthol-3:8-disul- 
fonic  Acid 

A 

101 

Goccinine  B 

RAcid 

A 

439 

TRISAZO  DYES 
Direct  Indigo  Blue  A 

M'18:—      ? 

Benzidine 
H  Acid  (2  mols) 

D 

440 

Direct  Indigo 
Blue  BK 

Benzidine 
Gamma  Acid  (2  mols) 

D 

50 


DYES  CLASSIFIED  BY  INTERMEDIATES 


m-Amino-/>-cresol  Methyl  Ether  (CHS=1) 

See,  2-Amino-p-cresol  Methyl  Ether  (OCHZ  = 

l-Amino-2: 4-dibromo-snthraquinone 


CO 


CO 


2 

Br 


Br 


FORMATION. — 1-Amino-anthraquinone  is  treated  in  nitro-benzene  solu- 
tion and  at  about  120-130°  with  an  excess  of  bromine 
LITERATURE. — Ullmann,  Enzy.  tech  Chemie,  1,  475 
Ger.  Pat.,  160,169 

Dye  Derived  from  l-Amino-2: 4-dibromo-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

855 

Alizarin  Pure  Blue  B 

p-Toluidine 

ACr 

[Sulfonation] 

2-Amino-4:  6- dichloro -phenol 
OH 

1|       |NH2        =  C6H5C12NO  — 178 


1 

FORMATION. — 4: 6-Dichloro-2-nitro-phenol    is   reduced   with   tin    and 

hydrochloric  acid 
LITERATURE. — Beil.  II,  727 

Dye  Derived  from  2-Amino-4:  6-dichloro-phenol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

86 

MONOAZO  DYE 

Azarine  S 

0-Naphthol 

M 

DYES  CLASSIFIED  BY  INTERMEDIATES  51 

4-Amino-l-diethylamino-benzene-3-thiosulfonic  Acid 

See,  Diethyl-p-phenylene-diamine4hiosulfonic  Acid 

p  -Ami  no  -  die  thyl  -  aniline 

See,  N:  AT-Diethyl-p-phenylene-diamine  (C  A.  nomen.) 

/>-Amino-diethyl-aniline-thiosulfonic  Acid 

See,  Diethyl-p-phenylene-diamine-thiosulfonic  Acid 

p-Ammo-N:  AT-diethyl-benzylamine  (C.  A.  nomen.) 
See,  p-Amino-benzyl-diethylamine 

2-Amino-5-dimethylamino-6enzene-thiosulfonic  Acid  (C.  A. 

nomen.) 

See,  Dimethyl-p-phenylene-diam'ne-thiosulfonic  Acid 

m-Amino-dimethyl-aniline 

See  N:  N  Dimethyl-w-phenylene-diamine   C.  A.  nomen.) 

/>-Amino-dimethyl-aniline 

See,  N:  AT-Dimethyl-p-phenylene-diamine  (C.  A.  nomen.) 

j)-Amino-dimethyl-aniline-thiosulfonic  Acid 

See,  D!methyl-p-phenylene-diamine-thiosulfonic  Acid 

o-Amino-AT:  AT-dimethyl-ftenzylainine  (C.  A.  nomen.) 
See,  o-Amino-benzyl-dimethylamine 

p-A.min.o-N:  ^V-dimethyl-feenzylamine  (C.  A.  nomen.) 
See,  p-Amino-benzyl-dimethylamine 

4'-Amino-2 : 4-dinitro-diphenylamine 

N-  2:  4-Dinitro-phenyl)-p-phenylene-diamine  (C.  A.  nomen.) 

N02 
°2N~NH~      NH2  —  Ci2HiQN404  =  274 


52 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — l-Ch'oro-2:  4-dinitro-benzene  is  condensed  with  p-phenyl- 
ene-diamine 

LITERATURE. — Lange,  Zwischenprodukte,  #1666 

Dye  Derived  from  4'-Amino-2 : 4-dinitro-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

727 

SULFUR  DYE 
Auronal  Black  B 

[Glycerol;  S+Na.S] 

S 

o-Amino-diphenylamine 

JV-Phenyl-o-phenylene-diamine  (C.  A.  nomen.) 

NH2 

<^\=rC12H12N2  =  184 

FORMATION. — By  reducing  o-nitro-diphenylamine  (from  o-bromo-nitro- 
benzene  and  aniline)  by  heating  with  ammonium  sulfide 

LITERATURE. — Lange,  Zwischenprodukte,  #1611 
Chem.  Zeitung,  18,  1095 
Ber.  23,  1843 

Dye  Derived  from  o-Amino-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

668 

AZINE  DYE 
Flavinduline  O 

£  '14:—  660 

Phenanthrene-quinone 

B 

^-Amino-diphenylamine 

JV-Phenyl-p-ph  nylene-diamine  (C.  A.  nomen.) 


=  Ci2H12N2  =  184 


DYES  CLASSIFIED  BY  INTERMEDIATES 


53 


FORMATION. — This  intermediate  can  be  prepared  by  reducing  Orange 
IV,   by  means   of  sodium   sulfide   and   sulfur.     The  Orange   IV 
results  from  the  coupling  of  diazotized  sulfanilic  acid  with  di 
phenylamine 

LITERATURE. — Lange,  Zwischenprodukte,  #1611 

Cain,  Intermediate  Products  (2d  Ed.),  74 

Dyes  Derived  from  />-Amino-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYE 

687 

Rosolan  0 

I  '20:—  1,083 

Aniline 
o-Toluidine 

B 

ANILINE  BLACK 

[Oxidation] 

GROUP 

922 

Diphenyl  Black 

I  '14:—  1,470 
M'19:—    ? 
M'20:—     ? 

p-Amino-diphenyl- 
amine  (x  mols) 
[Oxidation] 

Special 

/>-Amino-diphenylamine-2-sul£onic  Acid 

2-Anilino-5-amino-6enzene-sulfonic  Acid  (C.  A.  nomen.) 


H2N 


S08H 
NH 


FORMATION.- — p-Chloro-nitro-benzene  is  sulfonated  to  2-chloro-5-nitro- 
benzene-sulfonate,  which  latter  in  presence  of  glycerol  and  sodium 
carbonate  is  condensed  with  aniline  to  form  p-nitro-diphenylamine- 
2-sulfonic  acid.  This  is  reduced  by  iron  and  hydrochloric  acid, 
resulting  in  p-amino-diphenylamine-2-sulfonic  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  75 
Cf.  Lange,  Zwischenprodukte,  #1646,  1647 

USES. — For  preparation  of  the  Nerol  Dyes 


54  DYES  CLASSIFIED  BY  INTERMEDIATES 

a- (£-Amino-W-ethyl-aniIino)-/>- toluene -sulfonic    Acid    (C.  A. 
rumen.) 

See,  Ethyl-sulfobenzyl-p-phenylene-diamine 


a-(4-Amino-^-ethyl-3-sulfomercapto-anilino)-j)-toluene-sulfonic 
Acid  (C.  A.  nomen.) 

See,  Ethyl-sulfobenzyl  -p-phenylene-diamine-thiosulf onic  Acid 


/>-Amino-ethyl-o-toluidine 

See,  Af3-Ethyl-4-ra-tolyene-diamine  (C.  A.  nomen. 


^-Amino-ethyl-o-toluidine 

See,  JV^Ethyl-p-tolylene-diamine 

Amino-G  Acid1 

2-Naphthylamine-6:  8-disulfonic  Acid 
7-Amino-l :  3-naphthalene-disulf onic  Acid  (C.  A .  nomen.) 
/3-Naphthylamine-7-disulfonic  Acid 
/3-Naphthylamine-disulfonic  Acid  G 

H03S 


STATISTICS. — Manufactured  1918: —  ? 
Manufactured  1919:—  ? 
Manufactured  1920:— 894,624  Ibs. 

FORMATION. — From  G  acid,  by  heating  the  sodium  salt  with  ammonia 
and  sodium  bisulfite  solution,  in  an  autoclave  under  pressure 

LITERATURE.— Lange,  Zwischenprodukte,  #2599 

Cain,  Intermediate  Products  (2d  Ed.),  209 

1  Occasionally  in  the  older  literature,  this  2-naphthylamine-6 :  8-disulfonic  Acid 
has  been  called  G  Acid. 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Amino-G  Acid 


55 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

178 

MONOAZO  DYE 
Crumpsall  Yellow 

Salicylic  Acid 

A 

270 

DISAZO  DYES 
Brilliant  Croceine  9B 

Aniline 
G  and  R  Acids 

A 

271 

Diamine  Blue  6G 

1  -  Amino-2-naphthol 
ethyl  ether 
/3-Naphthol 

D 

272 

Naphthol  Black  B 
Brilliant  Black  B 

I  '14:—  103,598 
M'19:—      ?    . 
I  '20:—         50 

a-Naphthylamine 
R  Acid 

A 

l-Amino-4-hydroxy-anthraquinone 

4-Amino-l-hydroxy-anthraquinone  (C.  A.  nomen.) 
NH2 


OH 


FORMATION. — (1)  From  quinazarin  by  heating  with  ammonia.  (2)  From 
1-amino-anthraquinone  by  heating  with  sulfuric  acid  (66°  Be.)  and 
boric  acid  to  180-200°  C.  " 

LITERATURE. — Lange,  Zwischenprodukte,  #3253-3255 

Dye  Derived  from  l-Amino-4-hydroxy-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

818 

Algol  Pink  R 

I  '14:—    126 

Benzoyl  chlqride 

V 

I  '20:—  1,368 

56 


DYES  CLASSIFIED  BY  INTERMEDIATES 


4-Amino-l-hydroxy-anthraquinone  (C.  A.  nomen.) 
See,  l-Amino-4-hydroxy-anthraquinone 

4-Amino-4/-hydroxy-diphenylainine 

p-(p-Amino-anilino) -phenol  (C.  A.  nomen.) 


H2N 


NH 


FORMATION. — From  phenol  and  p-phenylene-diamine  by  oxidation  at 
low  temperature 

LITERATURE. — Lange,  Zwischenprodukte,  #1639-1643 

Dye  Derived  from  4-Amino-4'-hydroxy-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

SULFUR  DYE 

732 

Autogene  Black 

I  '14:—  7,495 

Phenol 

s 

[S2C12;  S  +  NasS] 

2-Amino-7-hydroxy-diphenylenazine 

See,  2-Amino-8-hydroxy-phenazine 

2-Amino-4'-hydroxy-4-nitro-diphenylamine 

4-Nitro-2-amino-4'-hydroxy-diphenylamine 
p-(2-Amino-4-nitro-anilino) -phenol -(C.  A.  nomen.) 
NH2 

NH— ^"^OH  —  Ci2HiiN303  =  245 


FORMATION. — Chloro-dinitro-benzene  is  condensed  with  p-amino- 
phenol  in  presence  of  an  acetate  to  2:  4-dinitro-4'-hydroxy-di- 
phenylamine,  which  by  partial  reduction  furnishes  the  above  de- 
rivative. 

LITERATURE.— Beil  II,  spl,  399;  IV,  spl,  397 

Lange,  Zwischenprodukte,  #1670 
Thorpe,  Die.  Chemistry,  2,  245 


DYES  CLASSIFIED  BY  INTERMEDIATES  57 

Dyes  Derived  from  2-Amino-4'-hydroxy-4-nitro-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

726 

SULFUR  DYES 
Pyrogene  Direct  Blue 
Pyrogene  Blue 

I  '14:—  10,934 
I  '20:—  2,498 

[Alcohol;  S+NasS] 

S 

730 

Pyrogene  Black  G 

I  '14:—  8,725 

[S+Na^S;  It  is  not  cer- 
tain that  the  amino-hy- 
droxy  -  nitro  -  diphenyl- 
amine  referred  to  is 
the  one  with  the  posi- 
tions given  above] 

S 

736 

Thion  Blue  B 

I  '14:—  7,353 
I  '20:—  11,855 

[CSa;  S+NasS] 

S 

2-Amino-8-hydroxy-phenazine 

2-Amino-7-hydroxy-diphenylenazine 
8-Amino-2-phenazinol  (C.  A.  nomen.) 


HO 


N- 


•N 


NH2 


—  C12H9N30  — 211 


FORMATION. — l-Chloro-2 :  4-dinitro-benzene  condensed  with  p-amino- 
phenol,  the  product  reduced,  and  the  resulting  diamino-hydroxy- 
diphenylamine  oxidized  in  alkaline  solution  with  manganese  dioxide 

LITERATURE. — Lange,  Zwischenprodukte,  #1969 

Cain,  Intermediate  Products  (2d  Ed.),  83 

Dye  Derived  from  2-Amino-8-hydroxy-phenazine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

SULFUR  DYE 

739 

Immedial 

I  '14:—  15,496 

[S+NasS] 

S 

Bordeaux  G 

Immedial  Maroon  B 

58  DYES  CLASSIFIED  BY  INTERMEDIATES 

5-Amino-2-hydroxy-^hionaphthene  (C.A.  numbering} 
6-Amino-3-hydroxy-thionaphthene  (German  numbering) 


\ 


H   or 


CH2      =C8H7NOS— 165 


H2N 


FORMATION. — 4-Acetamido-2-amino-benzoic  acid  is  diazotized,  reacted 
first  with  potassium  xanthate  (C2H5O  .  CS  .  SK)  and  then  with 
chloro-acetic  acid,  forming  4-acetamido-2-thioglycolic-benzoic  acid, 
which  by  melting  forms  the  desired  5-amino-2-hydroxy-thio- 
naphthene 

LITERATURE. — Lange,  Zwischenprodukte,  #2166 

Ullmann,  Enz.  tech.  Chemie,  3,  568 

Dyes  Derived  from  5-Amino-2-hydroxy-thionaphthene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

902 

INDIGO  GROUP  DYES 
Helindone  Brown  2R 

I  ;14:—     876 
I  '20:—  1,778 

2-Isatin-anilide 
[Bromination;  ?  classi- 
fication] 

V 

903 

Helindone  Brown  5R 

2-Isatin-anilide 
[Bromination] 

V 

904 

Helindone  Brown  G 

I  '14:—  13,086 
I  '20:—  2,200 

Isatin 
[Bromination] 

V 

911 

Ciba  Orange  G 

I  '14:—     222 

Acenaphthenequinone 
[Bromination] 

V 

914 

Helindone  Orange  D 

I  '20:—        17 

5-Amino-2-hydroxy- 
thionaphthene  (2  mols) 
[Bromination] 

V 

6-Amino-3-hydroxy-thionaphthene  (German  numbering) 

See,  5-Amino-2-hydroxy-thionaphthene  (C.  A.  numbering) 


DYES  CLASSIFIED  BY  INTERMEDIATES 
l-Amino-4-methoxy-anthraquinone 


NH, 


59 


CH3 


FORMATION. — Probably  by  the  nitration  and  subsequent  reduction  of 
1-methoxy-anthraquinone.  The  1-methoxy-anthraquinone  is  ob- 
tained from  1-nitro-anthraquinone  by  heating  with  an  alcoholic 
solution  of  potassium  methylate  with  exclusion  of  water 

LITERATURE. — Cf.  Barnett,  Anthracene  and  Anthraquinone,  169,  279, 
280,  287 

Dyes  Derived  from  l-Amino-4-methoxy-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

815 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Algol  Scarlet  G 

I  '20:—  959 

Benzoyl  chloride 

V 

829 

Algol  Bordeaux  3B 

I  '20:—  61 

l-Amino-4-methoxy-an- 
thraquinone  (2  mols) 
2:  6-Dichloro-anthra- 

V 

quinone 

l-Amino-2-methyl-anthraquinone 

TVTTT 

,cov 

CHg 


FORMATION. — 2-Methyl-anthraquinone  is  dissolved  in  sulfuric  acid 
solution  and  nitrated  with  sodium  nitrate.  The  nitro  compound 
is  then  separated  and  reduced  with  sodium  sulfide 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  260 
Lange,  Zwischenprodukte,  #3209 


60  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  l-Amino-2-methyl-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

^Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

868 

Cibanone  Brown  B 

I  '14:—  399 

[Sulfur] 

V 

3-Amino-4-methyl-diphenylamine 

See,  A^-PhenyM-ra-tolylene-diamine 

IV-Amino-5-methyl-2-phenyl-thiazol-sulfonic  Acid 

See,  Dehydro-thio-p-toluidine-sulfonic  Acid 

N-  (3-Amino-4-methyl-phenyl)  -/>-toluene-sulf  amide 
3'-Amino~(p-foluene-sulfo)-p-toluide  (C.  A.  nomen.) 
(Example  of  m-amino-aryl-sulfamide) 

=  Ci4H16N202S  =  276 


CH3 


FORMATION.  —  3-Nitro-p-toluidine  (NH2  =1)  is  suspended  in  water, 
p-toluene-sulfochloride  and  soda  added.  The  reaction  product 
is  purified  by  solution  in  dilute  caustic  soda  and  precipitation  with 
hydrochloric  acid.  This  nitro  body  is  now  reduced  with  zinc  dust 
and  hydrochloric  acid  to  the  amino-sulfamide 
LITERATURE.  —  Lange,  Zwischenprodukte,  #1801 

Schultz-Heumann,  Anilinfarben,  4,  2103 
Ger.  Pat.  135,016 

Dyes  Derived  from  W-(3-Amino-4-methyl-phenyl)-£-toluene-sulf  amide 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYE 

92 

Metachrome 

Picramic  Acid 

M 

Bordeaux  R 

DYES  CLASSIFIED  BY  INTERMEDIATES  61 

a-Amino-naphthalene 

See,  a-Naphthylamine 

/3-Amino-naphthalene 

See,  |8-Naphthylamine 

3-Amino-2: 7-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  Amino-R  Acid 

4-Amino-l:  5-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  l-Naphthylamine-4:  8-disulfonic  Acid 

4-Amino-l :  6-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  l-Naphthylamine-4:  Q-and-A:  7-disulfonic  Acids 

4-Amino-l:  7-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  l-Naphthylamine-4:  Q-andA:  7-disulfonic  Acids 

4-Amino-2:-7-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  Freund's  Acid 

5-Amino-l:  3-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  l-Naphthylamine-5 :  7-disulfonic  Acid 

6-Amino-l :  3-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  2-Naphthylamine-5 :  7-disulfonic  Acid 

7-Amino-l:  3-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  Amino-G  Acid 

8-Amino-l :  6-napthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  l-Naphthylamine-3 :  8-disulfonic  Acid 

l-Amino-naphthalene-4-sulfonic  Acid 

See,  Naphthionic  Acid 

J-Amino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
ISee,  l-Naphthylamine-2-sulfonic  Acid 


62  DYES  CLASSIFIED  BY  INTERMEDIATES 

2-Amino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  2-Naphthylamine-l-sulfonic  Acid 

4-Amino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  Naphthionic  Acid 

5-Amino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  Laurent's  Acid 

6-Amino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen  ) 
See,  l-Naphthylamine-6-sulfonic  Acid 

6-a7w^8-Amino-2-naphthalene-sulfonic  Acids  (C.  A.  nomen.) 
See,  l-Naphthylamine-G-cwd-T-sulfonic  Acids 

6-Amino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  Broenner's  Acid 

6-and-7-Amino-l-naphthalene-sulfonic  Acids  (C.  A.  nomen.) 
See,  2-Naphthylamine-5-an<i-8-sulfonic  Acids 

7-Amino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  2-Naphthylamine-7-sulfonic  Acid 

8-Amino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  l-Naphthylamine-8-sulfonic  Acid 

8-Amino-l :  3 : 5-naphthalene-trisulfonic  Acid  (C.  A.  nomen.) 
See,  l-Naphthylamine-4:  6:  8-trisulfonic  Acid 

8-Amino-l :  3 : 6-naphthalene-trisulfonic  Acid  (C.  A.  nomen.) 
See,  l-Naphthylamine-3 :  6 :  8-trisulfonic  Acid 

5-Amino -1-naphthol 
OH 


NH8 


DYES  CLASSIFIED  BY  INTERMEDIATES 


63 


FORMATION. — From  l-amino-naphthalene-5-sulfonic  acid  by  fusion  with 
caustic  soda  at  250° 

X 

LITERATURE. — Lange,  Zwischenprodukte,  #2335 


Dye  Derived  from  5-Amino-l-naphthol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

187 

MONOAZO  DYE 
Lanacyl  Blue  BB 

I  '14:—  4,200 

HAcid 

A 

Amino-naphthol  5 

l-Amino-7-naphthol  (not  considered  herein) 


l-Amino-8-naphthol-2: 4-disulfonic  Acid 

8-Amino-l-naphthol-5 :  7-disulfonic  Acid  (C.  A.  nomen.) 
SS  Acid  or  2S  Acid 
Chicago  Acid 
Amino-naphthol-disulfonic  Acid  SS 

HO     NH, 


STATISTICS. — Manufactured  '19: —  ? 
Manufactured  '20:—  ? 

FORMATION. — By  caustic  fusion  at  180-190°  of  sodium  1 :  8-naphtha- 
sultam-2:  4-disulfonate  (anhydride  of  l-amino-naphthalene-2: 4: 8- 
trisulfonic  acid),  which  in  turn  is  made  from  1-naphthylamine- 
4:8-disulfonic  acid 


64 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  236 
Lange,  Zwischenprodukte,  #2719 
Thorpe,  Die.  Chemistry,  3,  641 

Dyes  Derived  from  l-Amino-8-naphthol-2 : 4-disulf  onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

419 

DISAZO  DYES 
Chicago  Blue  RW 

1  '14:—  15,176 
M'19:—      ? 
I  '20:—       150 

Dianisidine 
/3-Naphthol 

D 

422 

Chicago  Blue  4B 

I  '14:—    8,269 

Dianisidine 
1-  Amino-8-naphthoI- 
4-sulfonic  Acid 

D 

424 

Chicago  Blue  6B 

I  '14:—  118,542 
M  '19:—      ? 
I  '20:—    7,480 
M'20:—      ? 

Dianisidine 
l-Amino-8-naphthol- 
2:  4-disulf  onic    Acid 
(2  mols) 

D 

l-Amino-8-naphthol-3:  5-disulfonic  Acid 
8-Amino-l-naphthol-4 :  6-disulfonic  Acid  (C.  A.  nomen.) 
Amino-naphthol-disulfonic  Acid  B 
B  Acid 

HO     NH2 

fs03H 
v 

H03S 

FORMATION. — By  sulfonation  of  l-amino-8-naphthol-3-sulfonic  acid 

LITERATURE, — Amer.  Pat.  606,437 
Ger.  Pat.  A.  F.  8626 


DYES  CLASSIFIED  BY  INTERMEDIATES  65 

Dyes  Derived  from  l-Amino-8-naphthol-3 :  5-disulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYES 

216 

Domingo  Blue 

Aniline 

A 

Black  B 

p-Nitro-aniline 

389 

Eboli  Blue  B 

Tolidine 

D 

1-  Amino-  8-  naphthol- 

3  :  5-disulf  onic    Acid 

(2  mols) 

TRISAZO  DYE 

466 

Eboli  Green  CW 

Benzidine 

D 

Salicylic  Acid 

Sulfanilic  Acid 

l-Amino-8-naphthol-3: 6-disulfonic  Acid 
See,  H  Acid 

l-Amino-8-naphthol-4:  6-disulfonic  Acid 
See,  K  Acid 

2-Amino-8-naphthol-3: 6-disulfonic  Acid 

See,  2R  Acid 

7-Amino-l-naphthol-3 :  6-disulfonic  Acid  (C.  A.  nomen.) 
See,  2R  Acid 

8-Amino-l-naphthol-3 :  5-disulfonic  Acid  (C.  A.  women.) 
See,  K  Acid 

8-Amino-l-naphthol-3: 6-disulfonic  Acid  (C.  A.  nomen.) 
See,  H  Acid 

8-Amino-l-naphthol-4:  6-disulfonic  Acid  (C.  A.  nomen.) 
See,  l-Amino-8-naphthol-3 :  5-disulfonic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 
8-Amino-l-naphthol-5 :  7-disulfonic  Acid  (C.  A.  nomen.) 
See,  l-Amino-8-naphthol-2 :  4-disulf  onic  Acid 

Amino-naphthol-disulfonic  Acid  B 

See,  l-Amino-8-Naphthol-3 :  5-disulfonic  Acid 

Amino-naphthol-disulfonic  Acid  H 

See,  H  Acid 

Amino-naphthol-disulfonic  Acid  K 

See,  K  Acid 

Amino-naphthol-disulfonic  Acid  RR 
See,  2R  Acid 

Amino-naphthol-disulfonic  Acid  SS 

See,  l-Amino-8-naphthol-2:  4-disulf  onic  Acid 

l-Amino-2-naphthol  Ethyl  Ether 
Naphthylamine  Ether 
2-Ethoxy-l-naphthylamine  (C.  A.  nomen.) 

NH2 

O  .  C2-H5  _  O    TI     TVTn 1  QT 

Ul2-tli3lN  U 10  / 


FORMATION. — l-Nitro-2-naphthol  ethyl  ether  is  reduced  in  an  alcoholic 
solution  with  iron  turnings  and  hydrochloric  acid 

LITERATURE. — Lange,  Zwischenprodukte,  #2345,  2333 


DYES  CLASSIFIED  BY  INTERMEDIATES  67 

Dyes  Derived  from  l-Amino-2-naphthol  Ethyl  Ether 


Schultz 
Number 
for  Dye 

268 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 
Naphthyl  Blue 
Black  N 

l-Naphthylamine-4:  6- 
and  4:  7-  disulfonic 
acids 
a-  Naphthylamine 

A 

271 

Diamine  Blue  6  G 

Amino-G  acid 
/3-Naphthol 

D 

l-Amino-2-naphthol-4-sulfonic  Acid  (C.  A.  nomen.) 
1:2:4  Acid 


NH2 


S03H 


STATISTICS. — Manufactured  'IS: — 169,999  Ibs. 
Manufactured  '19:— 837,384  Ibs. 
Manufactured  '20:— 971,370  Ibs. 

FOKMATION. — /3-Naphthol  is  changed  to  the  l-nitroso-j8-naphthol, 
which  is  treated  with  sodium  bisulfite.  Upon  acidification  the 
free  sulfurous  acid  effects  simultaneous  reduction  and  sulfonation 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  233 
Lange,  Zwischenprodukte,  #2507 

Dyes  Derived  from  l-Amino-2-naphthol-4-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  a<nd  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

29 

Eric-chrome  Red  B 

I  '14:—    5,491 

3-Methyl-l-phenyl-5- 

ACr 

pyrazolone 

68 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  l-Amino-2-naphthol-4-sulfonic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

180 

Erichrome  Blue 

I  '14:—  57,000 

a-Naphthol 

ACr 

Black  B 

M'17:—    9,326 

M'18:—      ? 

M'19:—      ? 

I  '20:—  20,317 

M'20:—  29,255 

181 

Palatine  Chrome 

I  '14:—  248,721 

0-Naphthol 

ACr 

Black  6B 

M  '17:—      ? 

Salicine  Black 

M'18:-469,159 

M  '19:—  739,372 

I  '20:—    2,001 

M'20:— 

1,074,248 

l-Amino-2-naphthol-6-sulfonic  Acid  (C.  A.  nomen.) 

NH2 

lOH 
H03S 

FORMATION. — Schaeffer's  acid  is  treated  with  nitrous  acid  resulting  in 
l-nitroso-2-naphthol-6-sulfonic  acid.  This  latter  is  reduced  with 
zinc  and  hydrochloric  acid 

LITERATURE.— Meldola,  Chem.  Soc.  Trans.  39,  47  (1881) 
Thorpe,  Die.  Chemistry,  3,  637 

Dye  Derived  from  l-Amino-2-naphthol-6-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYE 

656 

Alizarin  Green  G 

M'19:—      ? 

1  :  2-Naphthoquinone- 

M 

4-sulfonic  acid 

DYES  CLASSIFIED  BY  INTERMEDIATES  69 

l-Amino-5-naphthol-7-sulfonic  Acid 

5-Amino-l-ttaphthol-3-sulfonic  Acid  (C.  A.  nomen.) 
M  Acid 


NH2 


H03S 


=  CioH9N04S  — 239 


HO 


FORMATION. — By    fusing    l-naphthylamine-5 : 7-disulfonic    acid    with 
caustic  soda  at  160-220° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.)  234 
Thorpe,  Die.  Chemistry,  3,  638 

Dyes  Derived  from  l-Amino-5-naphthol-7-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

345 

DISAZO  DYES 
Oxamine  Maroon 

Benzidine 
Salicylic  Acid 

D 

421 

Oxamine  Blue  B 

I  '14.—  35,891 
I  '20:—       13 

Dianisidine 
Nevile-Winther's  Acid 

D 

l-Amino-8-naphthol-4-sulfonic  Acid 
8-Amino-l-naphtho]-5-sulfonic  Acid  (C.  A.  nomen.) 
Amino-naphthol-sulfonic  Acid  S 
S  Acid 

HO    NH2 

—  CioH9N04Sr=239 
S03H 

STATISTICS. — Manufactured  '20:—     ? 

FORMATION. — By  caustic  soda  fusion  of  l-naphthylamine-4:  8-disulfonic 
acid  at  200-230° 


70 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  234 
Thorpe,  Die.  Chemistry,  3,  638 
Lange,  Zwischenprodukte,  #2524  et  seq. 

Dyes  Derived  from  l-Amino-8-naphthol-4-sulfonic  Acid 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

220 

DISAZO  DYES 
Palatine  Black 

I  '14:—  299,274 
I  '20:—       200 

a-Naphthylamine 
Sulfanilic  Acid 

A 

324 

Chicago  Blue  4R 

I  '14:—    1,199 

Benzidine 
Croceine  Acid 

D 

325 

Columbia  Blue  R 

I  '14:—    3,071 

Benzidine 
l-Naphthol-3:  8-disul- 
fonic  Acid 

D 

336 

Benzo  Cyanine  R 

I  '14:—       201 

Benzidine 
HAcid 

D 

384 

Chicago  Blue  2R 
Diamine  Blue  C  2R 

I  '14:—  23,877 

Tolidine 
Croceine  Acid 

D 

387 

Columbia  Blue  G 

I  '14:—    7,094 

Tolidine 
l-Naphthol-3  :  8-disul- 
fonic  Acid 

D 

388 

Chicago  Blue  R 

Tolidine 
l-Amino-8-naphthol- 
4-sulfonic    Acid    (2 
mols) 

D 

390 

Benzo  Cyanine  B 

I  '14:—       201 

Tolidine 
HAcid 

D 

420 

Azidine  Wool  Blue  B 

Dianisidine 
Croceine  Acid 

D 

422 

Chicago  Blue  4B 

I  '14:—    8,269 

Dianisidine 
l-Amino-8-naphthol- 
2  :  4-disulf  onic  Acid 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES  71 

Dyes  Derived  from  l-Amino-8-naphthol-4-sulfonic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

423 

DISAZO  DYES 
(continued) 
Chicago  Blue  B 

M'18:—      ? 

Dianisidine 
l-Amino-8-naphthol-4- 
sulf  onic  Acid  (2  mols) 

D 

425 
465 

Benzo  Cyanine  3B 

TRISAZO  DYE 
Columbia  Black 
Green  D 

I  '14:—    1,001 

Dianisidine 
HAcid 

Benzidine 
Salicylic  Acid 
Aniline 

D 
D 

478 

Columbia  Green 

I  '14:—  45,162 
M'18:—      ? 
I  '20:—    7,555 

Benzidine 
Salicylic  Acid 
Sulfanilic  Acid 

D 

l-Ammo-8-naphtfrol-5-sulfonic  Acid 

8-Amlno-l-naphthol-4-sulfonic  Acid  (C.  A.  nomen.) 
OH  NH2 

—  239 


FORMATION. — By   heating    l-naphthylamine-5 :  8-disulfonic   acid   with 

75  per  cent  caustic  potash  at  about  150° 
LITERATURE. — Ger.  Pat.  75,055 

Thorpe,  Die.  Chemistry,  3,  639 
Lange,  Zwischenprodukte,  #2450 
Dye  Derived  from  l-Amino-8-naphthol-5-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

218 

Nigrophor  BASF 

p-Nitro-aniline 

MF 

2  :  5-Dichloro-aniline 

72  DYES  CLASSIFIED  BY  INTERMEDIATES 

2-Amino-l-naphthol-4-sulfonic  Acid 
OH 

I       I       |NH2        =  Ci0H9N04S  =  239 

\/\X 
S03H 

FORMATION. — By  heating  2-nitroso-l-naphthol  with  35  per  cent  sodium 
bisulfite  solution 

LITERATURE.— Schmidt,  J.  pr.  Chem  [II],  44,  531  (1891) 
Thorpe,  Die.  Chemistry,  3,  639 

Dye  Derived  from  2-Amino-l-naphthol-4-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYE 

657 

Alizarine  Green  B 

I  '14:—  551 

1  :  2-  Naphthoquinone- 

M 

4-sulfonic  Acid 

2-Amino-3-naphthol-6-sulfonic  Acid 

Amino-naphthol-sulfonic  Acid  R 
3-Amino-2-naphthol-7-sulfonic  Acid  (C.  A.  nomen.) 


=0*^0.8  = 


FORMATION.  —  From    Amino-R    acid    (2-naphthylamine-3  :  6-disulf  onic 
acid)  by  caustic  soda  fusion  at  240° 

LITERATURE.  —  Lange,  Zwischenprodukte,  #2534 
Thorpe,  Die.  Chemistry,  3,  639 

Dye  Derived  from  2-Amino-3-naphthol-6-sulfonic  Acid 


Schultz 
Number 
for  Dye 

185 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYE 
Anthracene  Chrome 
Black 

I  '14:—  51,577 
I  '20:—  2,339 

0-Naphthol 

M 

DYES  CLASSIFIED  BY  INTERMEDIATES  73 

2-Amino-5-naphthol-7-sulfonic  Acid 

See,  J  Acid 

2-Amino-8-naphthol-6-sulfonic  Acid 

See,  Gamma  Acid 

3-Amino-2-naphthol-7-sulfonic  Acid  (C.  A.  nomen.) 
See,  2-Amino-3-naphthol-6-sulfonic  Acid 

5-Amino-l-7iaphthol-3-sulfonic  Acid  (C.  A.  nomen.) 
See,  l-Amino-5-naphthol-7-sulfonic  Acid 

6-Amino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.) 
See,  J  Acid 

7-Amino-l-naphthol-3-sulfonic  Acid  (C.  A.  women.) 
See,  Gamma  Acid 

8-Amino-l-naphthol-4-sulfonic  Acid  (C.  A.  nomen.) 
See,  l-Amino-8-naphthol-5-sulfonic  Acid 

8-Amino-l-naphthol-5-sulfonic  Acid  (C.  A.  nomen." 
See,  l-Amino-8-naphthol-4-sulfonic  Acid 

Amino-naphthol-sulf onic  Acid  G 
See,  Gamma  Acid 

Amino-naphthol-sulfonic  Acid  J 
See,  J  Acid 

Amino-naphthol-sulfonic  Acid  R 

See,  2-Amino-3-naphthol-6-sulfonic  Acid 

Amino-naphthol-sulfonic  Acid  S 

See,  l-Amino-8-naphthol-4-sulfonic  Acid 

Amino-naphthol-sulfonic  Acid  7 

$ee?  Gamma  Acid 


74  DYES  CLASSIFIED  BY  INTERMEDIATES 

^-(2-Amino-4-nitro-anilino) -phenol  (C.  A.  nomen.) 
See,  2-Amino-4/-hydroxy-4-nitro-diphenylamine 


2-Amino-5-nitro-6enzene-sulfonic  Acid  (C.  A.  nomen. 
p-Nitro-aniline-o-sulfonic  Acid  (NH2  =  1) 
4-Nitro-aniline-2-sulfonic  Acid  (NHZ  =  1) 


02N 


— 218 


STATISTICS. — Manufactured  1918;  amount  not  disclosed 

FORMATION. — 2-Chloro-5-nitro-benzene-sulfonic  acid  (by  oleum  sulfona- 
tion  of  p-chloro-nitro-benzene)  is  heated  in  an  autoclave  at  120-140° 
with  alcoholic  ammonia 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  56 

Dyes  Derived  from  2-Amino-o-nitro-benzene-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

132 

Lake  Red  P 

I  '14:—  60,345 
M'17:—      ? 

0-Naphthol 

CL 

M'18:—      ? 

M'19:—      ? 

I  '20:—  1,750 

133 

Eriochrome 
Phosphine  R 

I  '14:—  1,433 

Salicylic  Acid 

ACr 

TRISAZO  DYES 

458 

Carbon  Black 

l-Naphthylamine-6- 
or-7-sulfonicAcid 

D 

• 

m-Phenylene-diamine 
or    m-Tolylene-dia- 
mine  or   1  :  3-Naph- 
thylene-diamine-6- 
sulfonic  Acid 

DYES  CLASSIFIED  BY  INTERMEDIATES 
4-Amino-3-nitro-6enzene-sulfonic  Acid  (C.  A.  nomen.) 
o-Nitro-aniline-p-sulfonic  Acid 
2-Nitro-aniline-4-sulfonic  Acid 


S03H 


75 


STATISTICS. — Manufactured  '17: —    ? 

FORMATION. — From  chloro-benzene-p-sulfonic  acid   by  nitration,  fol- 
lowed by  amidation  with  ammonia 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  1,  443 

Dye  Derived  from  4-Arnino-3-nitro-benzene-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

148 

MONOAZO  DYE 
Fast  Orange  0 

I  '14:—  1,250 
M'17:—    ? 

/3-Naphthol 

CL 

2-Amino-6-nitro-£-cresol  (C.  A.  nomen.  OH-1) 
o-Nitro-o-amino-p-cresol 


OH 

02N/\NH2 

CH3 


FORMATION. — The  above  cresol  derivative  is  obtained  by  partially 
reducing  the  2 :  6-dinitro-p-cresol.  This  latter  results  either  from 
the  direct  dinitration  of  p-cresol;  or  by  the  dinitration  of  p-tolui- 
dine,  and  subsequent  hydrolysis  with  alkali 

LITERATURE. — Ber.  15, 1859 


76  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  2-Amino-6-nitro-/>-cresol  (OH=1) 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

85 

Omega  Chrome 

Phenyl-  1  -naphthyl- 

ACr 

Black  PV 

amine-8-sulfonic  Acid 

l-Amino-8-nitro-2-naphthol-4-sulfonic  Acid 
Nitro-l:2:4  Acid 

02N     NH2 
tOH 


FORMATION. — From  l-amino-2-naphthol-4-sulfonic  Acid  by  nitration 
LITERATURE. — Lange,  Zwischenprodukte,  #2688 

Dyes  Derived  from  l-Amino-8-nitro-2-naphthol-4-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONAZO  DYES 

183 

Eriochrome  Black  T 

I  '14:—  129,550 

a-Naphthol 

ACr 

M'18:—      ? 

M'19:—      ? 

I  '20:—  2,624 

M'20:—      ? 

184 

Eriochrome  Black  A 

I  '14:—  96,570 

/3-Naphthol 

ACr 

M'17:—      ? 

M'18:—      ? 

M'19:—  686,710 

I  '20:—  14,262 

M'20:—      ? 

2-Amino-6-nitro-l-Jphenol-4-sulfonic  Acid  (C.  A.  nomen.  OH=1) 
6-Nitro-2-amino-phenol-4-sulfonic  Acid 
2-Nitro-6-amino-phenol-4-sulfonic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 
OH 


77 


FORMATION. — From   phenol   by   sulfonation,   dinitration   and   partial 
reduction  with  sodium  sulfide 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  129 
Lange,  Zwischenprodukte,  #1130 

Dye  Derived  from  2-Arnino-6-nitro-phenol-4-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

159 

Acid  Alizarin 

I  '14:—  16,800 

jS-Naphthol 

M 

Black  R 

M'19:—      ? 

I  '20:—     439 

M'20:—      ? 

6-Amino-5-nitroso-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  l-Nitroso-2-naphthylamine-6-sulfonic  Acid 

m-Amino-phenol 


OH 


>NH2 


—  C6H7NO=:109 


FORMATION. — By   the   fusion    of    Metanilic    Acid    (3-amino-benzene- 
sulfonic  acid)  with  caustic  soda  at  about  280-290° 

LITERATURE.— Ber.  32,  2112-2124 

Lange,  Zwischenprodukte,  #582-584 


78  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  m-Amino-phenol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

90 

Chrome  Brown  P 

Picramic  Acid 

M 

ANILINE  BLACK 

GROUP 

923 

Fuscamine 

I    '14:—  54,005 

m-Amino-phenol 

Fur 

M  '19:—      ? 

(x  mols) 

I  '20:—    1,600 

[Oxidation  on  hair] 

(M  '20:—  168,459) 

/>-Amino-phenol 
OH 


NH2 

STATISTICS. — Imported          '14: —  10,631  Ibs. 
Manufactured  '17: —      ? 
Manufactured  '18:— 113,428  Ibs. 
Manufactured  '19:— 128,627  Ibs. 
Manufactured  '20:—  41,474  Ibs. 

FORMATION. — Phenol  is  treated  with  sodium  nitrite  in  the  cold  and  the 

resulting  p-nitroso-phenol  is  reduced  with  sodium  sulfide 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  117 
Lange,  Zwischenprodukte,  #585-589 

Dyes  Derived  from  ^-Amino-phenol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

14 

84 

STILBENE  DYE 
Diphenyl  Chrysoine 

MONOAZO  DYE 
Azo  Chromine 

I  '14:—    9,898 

p-Nitro-toluene-o-sul- 
fonic  Acid  (2  mols) 

Pyrogallol 

D 
M 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  ^-Amino-phenol  (continued) 


79 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

709 

SULFUR  DYES 
Italian  Green 

I  '14:—       298 
M'18:—      ? 
I  '20:—    2,603 

[Sulfur,  etc.] 

S 

717 

Vidal  Black  I 

I  '14:—    7,495 

[Na2S+S] 

S 

724 

Immedial  Black 

I  '14:—  54,696 
M'18:—      ? 

l-Chloro-2:  4-dinitro- 
benzene 
[S+Na,S] 

S 

725 

Immedial  Dark 
Brown  A 
Immedial  Brown  B 

I  '14:—  23,887 
M'18:—      ? 

l-Chloro-2:  4-dinitro- 
benzene 
[NaOH;  S+Na8S] 

S 

726 

Pyrogene  Direct  Blue 
Pyrogene  Blue 

I  '14:—  10,934 
I  '20:—    2,498 

l-Chloro-2:  4-dinitro- 
benzene 
[Alcohol;  S+Na*S] 

S 

733 

Immedial  Indone 

I  '14:—    4,236 

o-Toluidine 

[S+Na2S] 

S 

734 

Pyrogene  Yellow 

I  '14:—  18,515 
I  '20:—    2,701 

p-Nitro-benzyl  chloride 

3 

923 

ANILINE  BLACK 
GROUP 
Ursol  P 

I  '14:—  54,005 
M'19:—      ? 
I  '20:—    1,600 
M  '20:—  168,459 

p-Amino-phenol 
(x  mols) 
[Oxidation] 

Fur 

4-Amino-l-phenol-2: 6-disulfonic  Acid  (OH=1)  (C.  A.  nomen.) 
p-Amino-phenol-a-disulfonic  Acid 
OH 

H03S|/N|S03H        _  C6H7N07S2  =  269 


Note. — Position  of  the  sulfonic  groups  not  fully  established. 


80 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — Nitroso-dimethyl-aniline  hydrochloride  or  nitroso-phenol 
is  introduced  into  a  solution  of  sodium  bisulfite,  and  warmed  to 
effect  solution.  Then  concentrated  hydrochloric  is  added  and  the 
liquor  boiled  for  two  hours,  using  direct  steam 

LITERATURE.— Ger.  Pat.  65,236 
Beil.  spl.  II,  492 
Lange,  Zwischenprodukte,  #1154 

Dye  Derived  from  4- Amino-l-pheno!-2 :  6-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Ot}ier  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

158 

Chrome  Brown 
RR 

I  '14:—  7,241 
M'17:—    ? 

Pyrogallol 

M 

I  '20:—  2,183 

/>-  Ammo-phenol  Ethyl  Ether 

See,  p-Phenetidine 

2-Amino-l-phenol-4-sulfonic  Acid  (C.  A.  nomen.  OH=1) 
o-Amino-phenol-p-sulfonic  Acid 


OH 

0NHa        r= 
S03H 


STATISTICS.  —  Manufactured  '18:  —  ? 
Manufactured  '19:—  ? 
Manufactured  '20:  —  ? 

FORMATION.  —  Chloro-benzene  is  sulfonated  and  nitrated.  The  chloro- 
body  is  then  hydrolyzed  to  the  phenol  by  boiling  with  caustic  soda, 
and  finally  reduced  to  2-amino-phenol-4-sulfonic  acid  by  means  of 
sodium  sulfide 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  129 


DYES  CLASSIFIED  BY  INTERMEDIATES 


81 


Dyes  Derived  from  2-Amino-l-phenol-4-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

154 

Acid  Alizarin 
Brown  B 

I  '14:—  18,264 
M'17:—      ? 

m-Phenylene-diamine 

M 

Palatine  Chrome 

M'18:—      ? 

Brown  W 

M'19:—      ? 

I  '20:—       845 

M'20:—      ? 

155 

Acid  Alizarin 

I  '20:—       201 

Resorcinol 

M 

Garnet  R 

M'20:—      ? 

156 

Acid  Alizarin 
Violet  N 

I  '14:—    1,199 
M'19:—      ? 

/3-Naphthol 

ACr 

Palatine  Chrome 

M'20:—      ? 

Violet 

157 

Diamond  Black  PV 

I  '14:—  285,074 
M  '20:—      ? 

1  :  5-Dihydroxy-naph- 
thalene 

M 

3-Amino-l-phenol-4-sulfonic  Acid  (C.  A.  nomen.  OH=1.) 
Amino-phenol-sulfonic  Acid  III 


INK, 


r=C6H7NO4S:=189 


S03H 


FORMATION. — By  fusion  with  caustic  soda  of  the  aniline-disulfonic  acid 
prepared  by  sulfonation  of  metanilic  acid. 

Note. — Amino-phenol-sulfonic  acid  III  is  not  5-amino-phenol-2- 
sulfonic  acid 


LITERATURE. — Ber.  39,  3345 

Lange,  Zwischenprodukte,  #942 


82  DYES  CLASSIFIED  BY  INTERMEDIATES  . 

Dyes  Derived  from  3-Amino-l-phenol-4-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYE 

339 

Brilliant  Orange  G 

I  '14:—  6,321 

Benzidine 

D 

M'17:—      ? 

Salicylic  Acid 

TRISAZO  DYE 

481 

Azo  Corinth 

Tolidine 

D 

Naphthionic  Acid 

Resorcinol 

o-Amino-phenol-/>-sulfonic  Acid 

See,  2-Amino-l-phenol-4-sulfonic  Acid 

Amino-phenol-sulfonic  Acid  III 

See,  3-Amino-l-phenol-4-sulfonic  Acid  (OH  =  1) 

Amino-phenol-sulfonic  Acid  IV 

3-Amino-l-phenol-6-sulfonic  Acid  (not  considered  herein) 

Amino-phenol-sulfonic  Acid  V 

3-Amino-l-phenol-5-sulfonic  Acid  (not  considered  herein) 

p- (£-Amino-phenyl-azo)  -&enzene-sulf onic  Acid 

See,  Amino-azo-benzene-sulfonic  Acid 

l-(/>-Amino-phenyl)-5-methyl-benzothiazole  (C.  A.  nomen.) 
See,  Dehydro-thio-p-toluidine 

IV-Amino-2-phenyl-5-methyl-thiazol 

See,  Dehydro-thio-p-toluidine 

^-Amino-phenyl-toluthiazole 

See,  Dehydrothio-p-toluidine 

(m-Amino-phenyl)-trimethyl-ammonium  Chloride 

Trimethyl-w-amino-phenyl-ammonium  chloride 

C1N(CH3)3 


^  186.5 


DYES  CLASSIFIED  BY  INTERMEDIATES 


83 


FORMATION. — m-Nitro-aniline  by  heating  in  methanol  (methyl  alcohol) 
solution  with  hydrochloric  acid  is  transformed  into  w-nitro-phenyl- 
trimethyl-ammonium  chloride  (and  m-nitro-dimethyl-aniline) .  The 
m-nitro-phenyl-trimethyl-ammonium  chloride  is  dissolved  in  water 
and  reduced  with  zinc  dust  and  hydrochloric  acid 

LITERATURE. — Lange,  Zwischenprodukte,  #549,564 

Green,  Organic  Coloring  Matters  (1908),  12 

Dyes  Derived  from  (m-Amino-phenyl)-trimethyl-ammonium  Chloride 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

60 

Azo  Phosphine  GO 

I  '14:—     50 

Resorcinol 

B 

DISAZO  DYES 

222 

Janus  Yellow  G 

I  '14:—  2,250 

Resorcinol 

B 

I  '20:—   758 

m-Nitro-aniline 

240 

Janus  Red  B 

I  '14:—   250 

m-Toluidine 

B 

I  '20:—   176 

0-Naphthol 

TKISAZO  DYE 

435 

Janus  Brown  B 

a-Naphthylamine 

B 

or  m-Toluidine 

Aniline 

m-Phenylene-diamine 

Amino-R  Acid 

2-Naphthylamine-3 :  6-disulf onic  Acid 
jfr-Naphthylamine-disulfonic  Acid  R 
j3-Naphthylamine-a-disulfonic  Acid 
3-Amino-2 :  7-naphthalene-disulf onic  Acid  (C.  A  nomen.) 


H03S 


NH2 
S03H 


Ci0H9N06S2=:303 


FORMATION. — By  heating  R  salt  with  ammonia  in  an  autoclave,  in 

presence  of  ammonium  bisulfite 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  207 

Lange,  Zwischenprodukte,  #2594 

Thorpe,  Die.  Chemistry,  3,  604 


84  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Amino-R  Acid 


Schulte 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

120 

MONOAZO  DYE 
Salmon  Red 

M'20:—    ? 

Dehydro-thio-m-xyli- 
dine 

D 

314 

DISAZO  DYES 
Pyramine  Orange  2R 

I  '14:—  2,789 

Benzidine 
Nitro-m-phenylene- 
diamine 

D 

315 

Congo  Orange  R 

I  '14:—  1,623 
I  '20:—       75 

Benzidine 
Phenol 
[Ethylation] 

D 

316 

Brilliant  Congo  G 

Benzidine 
Broenner's  Acid 

D 

332 

Dianil  Garnet  B 
Benzo  Fast  Red 

I  '14:—  5,985 
I  '20:—  3,799 

Benzidine 
Gamma  Acid 

D 

358 

Brilliant  Dianol 
RedR 
Diphenyl  Red 

I  '14:—  14,305 
I  '20:—  3,704 

Dichloro-benzidine 
Amino-R  Acid  (2  mols) 

D 

359 

Trypan  Red 

Benzidine-sulfonic  Acid 
Amino-R  Acid  (2  mols) 

Medi- 
cinal 

369 

Brilliant  Purpurin  R 

I  '14:—  8,051 

Tolidine 
Naphthionic  Acid 

D 

370 

Brilliant  Congo  R 

I  '14:—  19,133 
I  '20:—  11,129 

Tolidine 
Broenner's  Acid 

D 

373 

Congo  Orange  R 

I  '14:—  7,027 
I  '20:—     254 

Tolidine 
Phenol 
[Ethylation] 

D 

5-Amino-salicylic  Acid 
COOH 

lOH 
H2N 


DYES  CLASSIFIED  BY  INTERMEDIATES 


85 


STATISTICS. — Imported          '14: —  9,188  Ibs. 
Manufactured  '17:—        ? 
Manufactured  '18:—        ? 
Manufactured  '19:— 37,769  Ibs. 
Manufactured  '20:—        ? 

FORMATION. — (1)  From  the  corresponding  nitro-salicylic  acid  by  re- 
duction.    (2)  By  reducing  the  azo-dye,  benzene-azo-salicylic  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  150 
Dyes  Derived  from  5-Amino-salicylic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

275 

Diamond  Black  F 

I  '14:—  462,306 

a-Naphthylamine 

ACr 

M'17:—      ? 

Nevile-Winther  Acid  or 

M  '18:—      ? 

l-naphthol-5-sulfonic 

M  '19:—  222,938 

Acid 

I  '20:—    2,226 

M  '20:—      ? 

276 

Diamond  Green  B 

I  '14:—    8,622 

a-Naphthylamine 

ACr 

M'18:—      ? 

1  :  8-Dihydroxy-naph- 

I  '20:—    4,016 

thalene-  4-  sulfonic 

Acid 

277 

Anthracene  Acid 

I  '14:—  17,793 

l-Naphthylamine-6- 

M 

Black  DSF 

and  7-sulfonic  Acids, 

etc. 

TETRAKTSAZO  DYE 

492 

Anthracene  Acid 

l-Naphthylamine-6-sul- 

M 

Brown  B 

fonic  Acid  (2  mols) 

ACr 

m-Phenylene-diamine 

Ammo-salicylic  Acid 

(2  mols) 

TRIPHENYL-METHANE 

DYE 

550 

Chrome  Bordeaux 

Hydrol 

M 

[Oxidation] 

Amino-Schaeffer's  Acid 
See,  Broenner's  Acid 


86 


DYES  CLASSIFIED  BY  INTERMEDIATES 


l-(4-Amino-?-sulfo-phenyl)-5-methyl-&enzothiazole(C.  A.  nomen.) 
See,  Dehydro-thio-p-toluidine-sulfonic  Acid 

4-Amino-4: 5-sultam-l:  3:  5-naphthalene-trisulfonic  Acid  (C.  A. 

nomen.) 

Seet  1 :  8-Naphthasultam-2 :  4-disulf onic  Acid 

m-Amino-tetramethyl-£' :  ^''-diamino-triphenyl-methane 

N':  N':  N":  JV"-Tetramethyl-w:  p':  p"-methenyl-trisaniline     (C. 
A.  women.) 


(CH3)2N 


N(CH3)2  =  C23H27N3  —  345 


NH2 


FORMATION. — m-Nitro-benzaldehyde  and  dimethyl-aniline  are  con- 
densed in  the  presence  of  acids  or  zinc  chloride  to  m-nitro-tetra- 
methyl-p :  p-diamino-triphenyl-methane,  which  by  reduction  gives 
the  w-amino-derivative 

LITERATURE. — Schultz,  Chemie  Steinkohlenteers  (3  aufl.),  1,  115,  116. 

Dye  Derived  from  m-Amino-tetramethyl-/>':/>'/-diamino-triphenyl- 

methane 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

510 

Azo  Green 

Salicylic  Acid 

M 

4-Amino-m-foluene-sulfonic  Acid  (C.  A.  nomen. 
o-Toluidine-m-sulfonic  Acid  (CH3  =  1) 
S03H 


ICH, 

NH2 


—  C7H9NO3S  — 187 


DYES  CLASSIFIED  BY  INTERMEDIATES 


87 


FORMATION. — From  o-toluidine  acid  sulfate  by  heating  in  an  oven 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  57 
Dyes  Derived  from  4-Amino-m-toluene-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

PYRAZOLONE  DYE 

24 

Pigment  Fast 
Yellow  R 

3-Methyl-l-phenyl-5- 
pyrazolone 

CL 

MONOAZO  DYE 

151 

Orange  HO,  T 

I  '14:—  90,747 
M'17:—      ? 

/3-Naphthol 

A 

M'19:—      ? 

I  '20:—       20 

M'20:—      ? 

6-Amino-o-toluene-sulfonic  Acid  (C.  A.  nomen.  S03H=1) 
p-Toluidine-o-sulfonic  Acid  (CH3  =  1) 
S03H 


H2N 


STATISTICS. — Manufactured  '20: —  ? 

FORMATION. — From  p-toluidine  sulfate  by  heating  in  oven  (baking 

process) 

LITERATURE. — Green,  Organic  Coloring  Matters  (1908),  22 
Lange,  Zwischenprodukte,  #839,237 

Dyes  Derived  from  5-Amino-o-toluene-sulfonic 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

A 

150 

MONOAZO  DYES 
Fast  Yellow  N 

Diphenylamine 

152 

Lithol  Rubine  B 
Permanent  Red  4B 

I  '14:—  101,395 
M'19:—      ? 
I  '20:—    2,983 
M'20:—      ? 

3-Hydroxy-2-naphthoic 
Acid 

CL 

88  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  5-Amino-o-toluene-sulfonic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

852 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  Direct 
Violet  R 

I  '20:—       251 

Quinizarin 

A 

865 

Alizarin  Direct 
Green  G 

I  '14:—    2,000 
I  '20:—  31,851 
M'20:—      ? 

Quinizarin 
p-Toluidme-3-sulfonic 
Acid  (2  mols) 

ACr 

3'-Amino-(/Htoluene-sulfo)-/>-toluide  (C.  A.  nomen.) 

See,  JV-(3-Amino-4-methyl-phenyl)  -p-toluene-sulf amide 

4- (4-Amino-m-tolyl-azo)-m -toluene -sulfonic  Acid  (C.  A.  nomen.) 
See,  o-Amino-azo-toluene-sulfonic  Acid 

l-(4-Amino-m-tolyl)-3:  5-dimethyl-&enzothiazole  (C.  A.  nomen.) 
See,  Dehydro-thio-m-xylidine 

l-(6-Amino-m-tolyl)-3:5-dimethyl-benzothiazole  (C.  A.  nomen.) 
See,  tso-Dehydro-thio-m-xylidine 

l-Amino-4:  5: 8-trihydroxy-anthraquinone 

8-Amino-l:  4:  5-trihydroxy-anthraquinone  (C.  A.  nomen.) 


HO 


CO 


OH 


FORMATION. — 4:  8-Dinitro-anthramfin  (p-dinitro-anthrarufin)  is  heated 
with  sulfuric  and  boric  acids  at  temperature  of  water  bath,  forming 
l-nitro-4:  5: 8-trihydroxy-anthraquinone.  (At  higher  tempera- 
tures the  1:4:5: 8-tetrahydroxy-anthraquinone  is  formed.)  By 
reduction  of  the  1-nitro-derivative,  the  desired  amino-derivative 
results. 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITERATURE.— Ger.  Pat.  125,579;   Frdl.  6,  335;   Chem.  Zen.  1901,  II, 
1189 

Dye  Derived  from  l-Amino-4:  5:  8-trihydroxy-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

823 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Algol  Violet  B 

I  '20:—  69 

Benzoyl  chloride 

V 

Andre  sen's  Acid 

See,  l-Naphthol-3  :  8-disulf  onic  Acid 
This  trivial  name  also  applied  to:  — 

2-Naphthylamine-4  :  7-disulfonic  Acid 

Anhydro-formaldehyde-aniline 

1:3:  5-Triphenyl-hexahydro-s-£riazine  (C.  A.  nomen.) 

Formaniline 


|  |  =:C21H21N3=:315 

H6C6.N        N.C6H5 

\C/ 

H2 

Note.  —  Some  of  the  older  books  give  the  formula  as  C^H^N: 
STATISTICS.  —  Manufactured  1920,  but  in  an  undisclosed  amount. 
FORMATION.  —  By  condensation  of  aniline  and  formaldehyde 
LITERATURE.  —  Beilstein,  Organische  Chemie  (3d  auf.),  2,  spl.  233 
Cain  and  Thorpe,  Synthetic  Dyestuffs,  90 

Dye  Derived  from  Anhydro-formaldehyde-aniline 


Schultz 
Number 
for  Dye 

511 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 
DYE 
Parafuchsine 
Paramagenta 

M  '14:—  65,026 
M'18:—      ? 
M'19:—      ? 
M'20:—      ? 

Aniline 
Aniline  hydrochloride 
[Nitro-benzene  and 
ferric  chloride] 

B 

90  DYES  CLASSIFIED  BY  INTERMEDIATES 

Anhydro-formaldehyde-o-toluidine 


FORMATION. — By  condensation  of  o-toluidine  and  formaldehyde 
Dyes  Derived  from  Anhydro-formaldehyde-o-toluidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

513 

New  Fuchsine  0 

I  '14:—  300 

o-Toluidine 

B 

M'18:—    ? 

o-Toluidine 

M'19:—    ? 

hydrochloride 

M'20:—    ? 

[o-Nitro-toluene  and 

ferrous  chloride] 

—  93 


STATISTICS.— Imported  '14:—  4,553,028  Ibs. 
Manufactured  '17:— 30,149,397  Ibs. 
Manufactured  '18:— 25,867,488  Ibs. 
Manufactured  '19:— 25,792,695  Ibs. 
Manufactured  '20:-^  1,259, 142  Ibs. 

FORMATION. — Benzene  is  nitrated  to  nitro-benzene  with  mixed  nitric 
and  sulfuric  acid.  The  nitro-benzene  is  reduced  to  aniline  with 
iron  turnings  and  hydrochloric  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  40 
Lange,  Zwischenprodukte,  #69-82 


DYES  CLASSIFIED  BY  INTERMEDIATES 


91 


Dyes  Derived  from  Aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

STILBENE  DYE 

12 

Diphenyl 

Aniline  (2  mols) 

D 

Citronine  G 

Dinitro-dibenzyl- 

disulfonic  Acid 

or 

Dinitro-distilbene- 

disulfonic  Acid 

or 

p-Nitro-toluene-o-sul- 

fonic  Acid  (2  mols) 

PYRAZOLONE  DYES 

19 

Flavazine  L 

I  '14:—  38,908 

3-Methyl-l-p-sulfo- 

A 

Fast  Light  Yellow 

I  '20:—    9,327 

phenyl-5-pyrazolone 

or 

Phenyl-hydrazine-p- 

sulfonic  Acid 

Aceto-acetic  Ethyl 

Ester 

20 

Flavazine  S 

I  '14:—  81,375 

l-p-Sulfophenyl-5- 

A 

I  '20:—    1,500 

pyrazolone-3-car- 

boxylic  Acid 

or 

Phenyl-hydrazine-p- 

sulfonic  Acid 

Oxal-acetic  Ester 

MONOAZO  DYES 

31 

Amino-azo-benzene 

M'17:—      ? 

Aniline  (2  mols) 

S3 

Spirit  Yellow 

M'18:—  52,283 

M'19:—      ? 

M  '20:—      ? 

32 

Butter  Yellow 

I  '14:—    4,062 

Dimethyl-aniline 

S3 

Oil  Yellow 

M'17:—  33,180 

M'18:—  27,669 

M'19:—  31,156 

M'20:—  74,182 

33 

Chrysoidine 

I  '14:—  63,303 

w-Phenylene-diamine 

B 

M'17:—  195,756 

M'18:—  376,495 

M'19:—  314,581 

M  '20:—  585,648 

92 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Aniline  (continued)    ' 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

34 

Chrysoidine  R 

I  '14:—  111,006 

m-Tolylene-diamine 

B 

M'17:—  58,115 

M  '18:—  137,035 

^ 

M  '19:—  220,542 

M  '20:—  186,793 

I  '20:—    1,102 

35 

Sudan  G 

I  '14:—       798 

Resorcinol 

ss 

36 

Sudan  I 

I  '14:—    4,554 

/3-Naphthol 

88 

Oil  Orange 

M'17:—  32,455 

M'18:—  29,670 

M'19:—  75,868 

M  '20:—  116,624 

37 

Ponceau  4  GB 

I  '14:—  13,046 

Schaeffer's  Acid 

A 

Croceine  Orange 

M'17:—      ? 

* 

M'18:—  30,824 

M'19:—  17,274 

M  '20:—  96,573 

38 

Orange  G 

I  '14:—  48,456 

GAcid 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M  '20:—  120,874 

I  '20:—       100 

39 

Ponceau  G 

M'17:—      ? 

RAcid 

A 

M'19:—      ? 

40 

Chromotrope  2R 

I  '14:—    5,000 

Chromotropic  Acid 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M  '20:—      ? 

41 

Fast  Acid 

M'18:—      ? 

HAcid 

A 

Fuchsine  B 

M'19:—  26,699 

M'20:—  30,678 

DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

42 

Amido  Naphthol 

I  '14:—    3,500 

Acetyl-H  Acid 

A 

RedG 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

I  '20:—    2,028 

M  '20:—  132,637 

43 

Tolane  Red  B,  G 

KAcid 

A 

44 

Azo  Archil  R 

, 

2  R  Acid 

A 

45 

Brilliant  Lake  Red  R 

I  '14:—  31,674 

3-Hydroxy-2-naphthoic 

CL 

I  '20:—    1,071 

Acid 

58 

Alizarin  Yellow  R 

I  '14:—  97,057 

Salicylic  Acid 

M 

M  '17:—  215,468 

[Nitration] 

M  '18:—  385,910 

M  '19:—  130,424 

I  '20:—       860 

M'20:—  83,334 

124 

Diazine  Green  S 

I  '14:—     1,340 

o-Toluidine 

B 

p-Tolylene-diamine 

[or  Safranine] 

Dimethyl-aniline 

125 

Diazine  Black 

I  '14:—    2,630 

o-Toluidine 

B 

I  '20:—       701 

p-Tolylene-diamine 

[or  Safranine] 

Phenol 

126 

Indoine  Blue  R 

I  '14:—  15,353 

o-Toluidine 

B 

Union  Blue  R 

M'17:—      ? 

p-Tolylene-diamine 

M'18:—      ? 

[or  Safranine] 

/3-Naphthol 

127 

Methyl  Indone  B 

M'17:—      ? 

o-Toluidine 

B 

p-Tolylene-diamine 

[or  Safranine] 

['  '  Amino-naphthols  '  '] 

94  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

128 

Janus  Gray  B 

o-Toluidine 

B 

p-Tolylene-diamine 

[or  Safranine],  etc. 

182 

Fast  Sulf  on 

I  '14:—    4,871 

HAcid 

A 

Violet  5BS 

I  '20:—    4,740 

Benzene-  (or  Toluene-) 

Brilliant  Sulfon 

sulfonyl  Chloride 

RedB 

DISAZO  DYES 

215 

Blue  Black  N 

I  '14:—    2,653 

KAcid 

A 

p-Nitro-aniline 

216 

Domingo  Blue 

l-Amino-8-naphthol- 

A 

Black  B 

3  :  5-disulf  onic  Acid 

p-Nitro-aniline 

217 

Naphthol  Blue  Black 

I  '14:—  431,027 

HAcid 

A 

M  '17:—  620,218 

p-Nitro-aniline 

M'18:— 

1,158,309 

M'19:— 

1,877,860 

I  '20:—       340 

M'20:— 

2,608,864 

219 

Chrome  Patent 

KAcid 

ACr 

Green  N 

Picramic  Acid 

241 

Neutral  Gray  G 

I  '14:—    2,546 

a-Naphthylamine 

D 

M'19:—      ? 

Gamma  Acid 

I  '20:—    3,472 

M'20:—      ? 

242 

Sulfone  Black  G 

l-Naphthylamine-6-anrf 

A 

7-sulfonic  Acid 

1  :  8-Dihydroxy-naphth- 

alene-4-sulfonic  Acid 

270 

Brilliant  Croceine  9B 

Amino-G  Acid 

A 

R  and  G  Acids 

DYES  CLASSIFIED  BY  INTERMEDIATES 


95 


Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 


Ordinary  Name  and 
Class  of  Dye 


Statistics  of 
Import  and 
Manufacture 


Other  Intermediates 
Used  and  Notes 


Dye 
Appli- 
cation 
Class 


DISAZO  DYES 

(continued) 
Benzo  Fast  Scarlet 


TRISAZO  DYES 
Janus  Brown  B 


Crumpsall  Direct 
Fast  Brown  B 


Crumpsall  Direct 
Fast  Brown  0 


Erie  Direct 
Black  GX 

Direct  Deep 
Black  E,  EW 


Erie  Direct 
Black  RX 
Cotton  Black  E 


Erie  Direct 
Green  ET 


Columbia  Black 
Green  D 


I  '14:—  36,674 
M'19:—      ? 
I  '20:—  24,153 


I  '14:— 

1,246,536 
M'17:—      ? 
M'18:—      ? 
M'19:— 

7,250,007 
M'20:— 

7,736,994 

I  '14:— 248,567 
M'19:—      ? 
M'20:— 

2,050,741 

M'17:—      ? 
M'18:—      ? 
M'19:—  69,700 
M'20:—      ? 


JAcid 
Phosgene 


Trimethyl-m-amino- 
phenyl-ammonium 
chloride  or  p-Amino- 
benzyl-diethylamine 

a-Naphthylamine  or 
ra-Toluidine 

m-Phenylene-diamine 

Benzidine 
Salicylic  Acid 
Gamma  Acid 

Benzidine 
Salicylic  Acid 
Phenyl-gamma  Acid 

Benzidine 

HAcid 

w-Phenylene-diamine 


Benzidine 

HAcid 

m-Tolylene-diamine 


Benzidine 

HAcid 

Phenol 

Benzidine 
Salicylic  Acid 
l-Amino-8-Naphthol- 
4-sulf  onic  Acid 


B 


D 


D 


D 


D 


D 


D 


96 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Aniline  (continued) 


Schult 
Numbe 
forDy 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYES 

(continued) 

482 

Alizarin  Yellow  FS 

o-Toluidine  and 

M 

p-Toluidine 

[or  Fuchsine] 

Salicylic  Acid  (3  mols) 

TRIPHENYL-METHANE 

DYES 

511 

Parafuchsine 

I  '14:—  65,02 

p-Toluidine 

B 

Paramagenta 

M'18:—      ? 

Aniline  (2  mols) 

M  '19:—     ? 

[Iron  and  nitro-benzene 

M'20:—      ? 

or  arsenic  Acid] 

or 

p-Nitro-benzaldehyde 

Aniline  sulfate  (2  mols 

[Zinc  chloride;  ferrous 

chloride] 

or 

p:  p'Diamino-diphenyl- 

methane  or  anhydro- 

formaldehyde-aniline 

[Nitro-benzene  and  fer- 

ric chloride] 

512 

Fuchsine 

I  '14:—  87,102 

p-Toluidine 

B 

Magenta 

M'17:—  17,739 

o-Toluidine 

M  '18:—  71,675 

[Nitro-benzene,  iron 

M  '19:—  155,830 

and  zinc  chloride  or 

I  '20:—       189 

arsenic  acid] 

M  '20:—  284,285 

514 

Red  Violet  5R 

I  '14:—       331 

[Magenta    methylated 

B 

I  '20:—       750 

or  ethylated] 

or 

o-Toluidine 

p-Toluidine 

Nitro-benzene,    iron 

and  zinc  chloride  or 

arsenic  acid] 

Methylation  or  ethyl- 

ation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


97 


Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

j>D  YES  (continued) 

520 

Light  Blue  Superfine 

1  '14:—    2,149 

[Para-rosaniline  tri- 

ss 

Spirit  Soluble 

phenylated] 

Diphenylamine  Blue 

or 

Aniline  (5  mols) 

p-Toluidine 

[Benzoic  Acid] 

521 

Spirit  Blue 

I  '14:—  50,563 

[Magenta  phenylated] 

S3 

Aniline  Blue 

M'17:—      ? 

or 

M'18:—      ? 

Aniline  (2-4  mols) 

M'19:—      ? 

o-Toluidine 

I  '20:—       723 

p-Toluidine 

M'20:—      ? 

[Benzoic  Acid] 

524 

Fuchsine  S 

I  '14:—  19,098 

[Magenta  sulfonated] 

A 

Acid  Magenta 

I  '20:—       524 

or 

M'20:—      ? 

o-Toluidine 

p-Toluidine 

[sulfonation] 

525 

Red  Violet'SRS 

[Magenta  ethylated  and 

A 

sulfonated] 

or 

o-Toluidine 

p-Toluidine 

[Ethylation  and 

sulfonation] 

526 

Acid]Violet  4RS 

[Magenta  dimethylated, 

A 

trisulfonated] 

or 

o-Toluidine 

p-Toluidine 

[Dimethylation,    Tri- 

sulfonation] 

535 

Methyl  Alkali  Blue 

I  '14:—       273 

[Triphenyl-p-rosaniline 

A 

M'18:—      ? 

sulfonated] 

M'19:—      ? 

or 

I  '20:—         29 

p-Toluidine 

Aniline  (5  mols) 

[Sulfonation] 

98 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

TRJPHENYL-METHANE 

DYES 

(continued) 

536 

Alkali  Blue 

I  '14:—  286,751 

[Spirit  BlueorTriphenyl- 

A 

M  '17:—      ? 

p-rosaniline-j-  di- 

1 

M'18:—  43,184 

phenyl-rosaniline 

M'19:—  77,796 

sulfonated] 

I  '20:—    6,778 

or 

M'20:—  74,253 

o-Toluidine 

p-Toluidine 

Aniline  (3-5  mols) 

[Sulfonation] 

537 

Methyl  Blue  for  Silk 

I  '14:—  34,867 

[Triphenyl-p-rosaniline 

A 

Marine  Blue  B 

M  '18:—      ? 

mono-  and  di-sulfo- 

M'19:—      ? 

nated] 

I  '20:—    2,395 

or 

M'20:—      ? 

o-Toluidine 

p-Toluidine 

Aniline  (4  mols) 

[Sulfonation] 

538 

Methyl  Blue 

I  '14:—  50,255 

[Triphenyl-p-rosaniline 

B 

Cotton  Blue 

•  di-  and  tri-sulf  onated] 

or 

o-Toluidine 

p-Toluidine 

Aniline  (4  mols) 

[Di-and  Tri-sulf  onation] 

539 

Water  Blue 

I  '14:—  91,152 

[Spirit    Blue    or    Tri- 

A 

Soluble  Blue 

M  '18:—      ? 

phenyl-p-rosaniline+ 

M'19:—  16,315 

diphenyl-rosaniline 

I  '20:—    1,387 

di-  and  tri-sulf  onated] 

M'20:—  98,770 

or 

o-Toluidine 

p-Toluidine 

Aniline  (3-5  mols) 

[Di-  and  tri-sulf  onation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


99 


Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-ME  THANE 

DYES  (continued) 

540 

Pacific  Blue 

p-Rosaniline-}-  diamino- 

D 

diphenyl-methane 

and  sulfonation] 

or 

o-Toluidine 

p-Toluidine 

Diamino-diphenyl- 

-  methane 

[Sulfonation] 

541 

Brilliant  Dianil 

[/3-Naphthyl-rosaniline 

B 

Blue  6G 

sulfonated] 

or 

/3-Naphthylamine 

(3  mols) 

o-Toluidine 

p-Toluidine 

[Disulfonation] 

XANTHONE  DYES 

572 

Rhodamine  G 

I  '14:—    2,648 

[Rhodamine  B  heated 

B 

I  '20:—       517 

with   aniline  to  re- 

move one  QjHs  group 

or 

Phthalic  anhydride 

Diethyl-m-amino- 

phenol  (2  mols) 

580 

Fast  Acid  Violet  B 

I  '14:—  20,688 

[Dichloro-fluoresceine 

A 

M  '19:—      ? 

and  aniline  or  p-tol- 

I  '20:—    2,907 

uidine;  sulfonation] 

or 

Aniline  (2  mols) 

Phthalic  Anhydride 

Resorcinol 

[PC16;  Sulfonation] 

ACRIDINE  DYE 

606 

Phosphine 

I  '14:—  168,175 

[Magenta  by-product] 

B 

M'17:—      ? 

or 

M'18:—      ? 

p-Toluidine 

M  '19:—  14,648 

o-Toluidine 

I  '20:—  19,259 

M  '20:—      ? 

100 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYES 

622 

Delphine  Blue  B 

M'17:—      ? 

Nitroso-dimethyl- 

M 

M  '18:—      ? 

aniline 

M'19:—  43,827 

Gallic  Acid 

I  '20:—  29,643 

[Sulfonation] 

M'20:—  76,719 

or 

[Gallocyanine    treated 

with  aniline;  Sulfo- 

nation] 

630 

Cyanazurine 

Nitroso-dimethyl- 

M 

aniline 

Gallamide 

[Reduction] 

640 

Modern  Azurine  DH 

Gallic  Acid  Methyl 

M 

Ester 

Nitroso-dimethyl- 

aniline 

646 

Coreine  AR 

Gallamide 

M 

Nitroso-diethyl-aniline 

or  Diethyl-amino- 

azo-  benzene 

[Sulfonation] 

or 

[Coreine  RR;  Sulfona- 

tion] 

AZINE  DYES 

672 

Azo  Carmine  G 

I  '14:—  17,500 

Aniline  (3  mols) 

A 

M'17:—      ? 

a-Naphthylamine 

M'18:—      ? 

[Disulfonation] 

M'19:—      ? 

•-- 

I  '20:—       196 

. 

M'20:—      ? 

673 

Azo  Carmine  B 

I  '20:—       549 

Aniline  (3  mols) 

A 

a-Naphthylamine 

[Trisulfonation] 

DYES  CLASSIFIED  BY  INTERMEDIATES  101 

Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

674 

AZINE  DYES 
(continued) 
Rosinduline  2G 

I  '20:—       201 

Aniline  (3  mols) 
a-Naphthylamine 
[Trisulfonation;  heated 
to  160°] 

A 

675 

Rosinduline  G 

I  '20:—         40 

Aniline  (2  mols) 
l-Nitroso-2-naphthyl- 
amine-6-sulf  onic  Acic 

A 

679 

Safranine 

I  '14:—  59,921 
M'17:—      ? 
M  '18:—  106,591 
M  '19:—  131,042 
I  '20:—       386 
M  '20:—  149,629 

p-Tolylene-diamine 
o-Toluidine 

B 

680 

Methylene 
Violet  BN 

I  '14:—    1,521 
M'17:—      ? 
I  '20:—         33 

Aniline  (2  mols) 
Dimethyl-p-phenylene- 
diamine 
[Oxidation] 

B 

682 

Nigramine 

Nitroso-dimethyl- 
aniline 

B 

683 

Safranine  MN 

I  '14:—        198 
M'18:—      ? 
M'19:—      ? 
M  '20:—      ? 

Dimethyl-p-phenylene- 
diamine 
o-  or  p-Toluidine 
[Oxidation] 

B 

684 

Brilliant  Rhoduline 
Red 

N3-Ethyl-4-m-tolylene- 
diamine 
Methyl-o-toluidine 

B 

686 

Amethyst  Violet 

Diethyl-p-phenylene- 
diamine 
Diethyl-aniline 
^Oxidation] 

A 

"c  c      *  ««?  »    •,  J> 

102  DYES  CLASSIFIED  BY  INTERMEDIATES 

«H4  v'''1:'*'1-'    • •'•'• 

rixroo   Tiorivorl    frrvm    Anilino    (ffi/nt^vtiia^ 


Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYES 

(continued) 

687 

Rosolane  O 

I  '20:—     1,083 

p-Amino-diphenyl- 

B 

amine 

o-Toluidine 

[Oxidation] 

688 

Rosolane 

I  '14:—       796 

Toluidines  (3  mols) 

B 

Mauve 

I  '20:—           3 

[Oxidation] 

693 

Milling  Blue 

I  '14:—    3,082 

Aniline  (3  mols) 

M 

a-Naphthylamine 

(2  mols) 

[Sulfonation] 

or 

Aniline  (2  mols) 

Phenyl-a-naphthyl- 

amine  (2  mols) 

Phenol 

[Sulfonation] 

696 

Indamine  Blue 

Aniline  (excess) 

B 

Amino-azo-benzene 

697 

Induline,  Spirit 

I  '14:—  25,342 

Aniline  (excess) 

ss 

Soluble 

M'17:—      ? 

Amino-azo-benzene 

M'18:—    8,589 

M'19:-436,201 

M  '20:—  140,400 

698 

Nigrosine,  Spirit 

I  '14:—  186,595 

Aniline  (excess) 

S3 

Soluble 

M  '17:—  302,706 

Nitro-benzene 

M  '18:—  314,151 

[Iron] 

M  '19:—  346,167 

or 

M  '20:—  919,242 

Aniline  (excess) 

Nitro-phenol 

699 

Induline,  Water 

I  '14:—  29,177 

Aniline  (excess) 

A 

Soluble 

M  '17:—  183,739 

Amino-azo-benzene 

M'18:—  91,724 

[Sulfonation] 

M  '19:—  130,704 

I  '20:—       500 

M  '20:—  168,048 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Aniline  (continued) 


103 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYES 

(continued) 

700 

Nigrosine,  Water 

I  '14:—  398,112 

Aniline  (excess) 

A 

Soluble 

M'17:— 

Nitro-benzene 

1,968,458 

[Iron;  Sulfonation] 

M'18:— 

or 

1,191,343 

Aniline  (excess) 

M'19:— 

Nitro-phenol 

1,660,149 

[Sulfonation] 

I  '20:—       501 

M'20:— 

2,743,021 

702 

Para  Blue 

Aniline  (3-4  mols) 

B 

o-Toluidine 

p-Toluidine 

p-Phenylene-diamine 

or 

' 

[Spirit    Blue    and    p- 

Phenylene-diamine] 

SULFUR  DYES 

719 

Thional  Black 

I  '14:—  16,865 

p-  (o-  or  ra-)Nitro-ani- 

S 

line 

o-Nitro-phenol  (2  mols) 

[NasS+S] 

729 

Kryogene  Pure 

Aniline  (2  mols) 

S 

BlueR 

Dimethyl-p-phenylene- 

diamine 

[NasS+S] 

* 

or 

[Methylene  Violet; 

S,  NaaS] 

ANTHRAQUINONE  AND 

ALLIED  DYES 

851 

Alizarin  Direct 

I  '14:—  10,201 

1  :  5-  (and  1  :  8-)  Amino- 

A 

BlueB 

I  '20:—    2,982 

anthraquinone-sul- 

fonic  Acid 

[Dibromination,  Sulfo- 

nation] 

857 

Erweco  Alizarin 

Dinitro-anthraflavin- 

ACr 

Acid  Blue  R 

disulfonic  Acid 

Aniline  (2  mols) 

[Sulfonation] 

104 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

(continued) 

861 

Anthraquinone 

I  '20:—       917 

Aniline  (2  mols) 

ACr 

Blue  SR 

Tetrabromo-1  :  5-di- 

amino-anthraquinone 

[Sulfonation] 

862 

Alizarin  Blue 

I  '14:—  54,706 

Purpurin   [or   through 

M 

Black  B 

I  '20:—  28,802 

Alizarin,  or  2-Anthra- 

quinone-sulfonic  acid 

[Sulfonation] 

864 

Anthraquinone 

I  '14:—    1,709 

1  -Nitr  o-anthraquinone- 

ACr 

Green  GX 

I  '20:—    2,531 

6-sulfonic  Acid 

[Halogenation] 

p-Toluidine 

INDIGO  GROUP 

DYES 

874 

Indigo 

I  '14:— 

Aniline  (2  mols) 

V 

8,507,359 

[Chloro-acetic,  Soda- 

M  '17:—  274,771 

mide] 

M'18:— 

[or  CSz,  KCN,  etc.] 

3,083,888 

M'19:— 

8,863,824 

I  '20:—  520,347 

M'20:— 

18,178,231 

876 

Indigo  MLB 

Aniline  (2  mols) 

V 

Indigo  White 

[Chloro-acetic,  Soda- 

mide,  Reduction] 

[or  CSs,  KCN,  etc., 

Reduction] 

[or  Indigo,  Reduction] 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Aniline  (continued) 


105 


Schultz 
Number 
for  Dye 


Ordinary  Name  and 
Class  of  Dye 


Manufacture 


Dye 
Appli- 
cation 
Class 


INDIGO  GROUP  DYES 

(continued) 
Indigotine 


Indigotine  P 


Brom  Indigo 

Rath  jen 
Indigo  MLB/RR 

Helindone  Blue  BB 
Indigo  RB 


Dianthrene  Blue  2B 
Bromo  Indigo 
Ciba  Blue  2B 

Indigo  MLB/5B 
Ciba  Blue  G 

Indigo  MLB/6B 
Indigo  KG 


Brilliant  Indigo 
BASF/2B 


Brilliant  Indigo 
BASF/B 


I  '14:—  19,329  Aniline  (2  mols)  etc. 
M  '17:—  |  [or  Indigo,  Sulfonation] 

1,876,787 
M'18:— 

1,434,703 
M'19:- 

1,699,670 
I  '20:—  5,512 
M'20:— 

1,395,000 

Aniline  (2  mols),  etc. 
[or  Indigo,  Sulfonation] 

I  '14:—  53,610|  Aniline  (2  mols),  etc. 
M '20: —      ?       [or  Indigo,  Bromination] 


I  '14:—  6,856  Aniline  (2  mols),  etc. 

M  '17:—  14,100  [or  Indigo,  Bromination 

M'20:—  ? 

I  '14:—  16,880|  Aniline  (2  mols),  etc. 
M '19: —      ?      |  [or  Indigo,  Bromination 

I  '20:—  35,857 

I  '14:—  1,356|  Aniline  (2  mols),  etc. 

I  '20:—  1,008  [or  Indigo,  Bromination 

I  '14:—  3,191  Aniline  (2  mols),  etc. 

I  '20:—  4,130|  [or  Indigo,  Bromination 
M'20:— 


I  '14:—    4,518|  Aniline  (2  mols),  etc. 

[or  Indigo,  Chlorination, 
Bromination] 

I  '14:—    8,175|  Aniline  (2  mols),  etc. 
I  '20:—    3,503)  ror  Indigo,  Chlorination] 


106  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

(continued) 

886 

Brilliant  Indigo 

I  '14:—  12,057 

Aniline  (2  mols),  etc. 

V 

BASF/G 

[or  Indigo,  Chlorination, 

Bromination] 

889 

Indigo  Yellow  3G 

Aniline  (2  mols),  etc. 

V 

Benzoyl  chloride 

1 

[or  Indigo,  Benzoyl 

chloride] 

890 

Ciba  Yellow  G 

I  '14:—         48 

Aniline  (2  mols),  etc. 

V 

Benzoyl  Chloride 

[Bromination] 

[or  Indigo  Yellow  3G, 

ANILINE  BLACK 

Bromination] 

GROUP 

922 

Aniline  Black 

I  '14:—    1,470 

Aniline  (x  mols) 

MF 

M'19:—      ? 

[Oxidation  on  fiber] 

M'20:—      ? 

Aniline-2:  4-disulfonic  Acid 

See,  4-Amino-m-benzene-disulfonic  Acid 

Aniline-2:  5-disuIfonic  Acid 

See,  2-Amino-p-benzene-disulfonic  Acid 

Aniline-^-sulfonic  Acid 

See,  Sulfanilic  Acid 

2-Anilino-6-amino-6enzene-sulfonic  Acid  (C.  A.  nomen.) 
See,  p-Amino-diphenylamine-2-sulfonic  Acid 

4-(£-Anilino-anilino)-o-cresol  (C.  A.  nomen.) 

See,  4-Phenylamino-4 '-hydroxy- (phenyl-3 '-tolylamine) 

£-(£-Anilino-anilino) -phenol  (C.  A.  nomen.) 

See,  4-Phenylamino-4'-hydroxy-diphenylamine 


DYES  CLASSIFIED  BY  INTERMEDIATES  107 

Anilino-benzene-sulfonic  Acid  (C.  A.  nomen.) 
See,  Diphenylamine-sulfonic  Acid 

8-  Anilino-5-  (^-hydroxy-anilino)  -1-naphthalene-sulf  onic  Acid 

(C.  A.  nomen.) 

See,    4-(p-Hydroxy-phenyl-amino)-l-phenylamino-naphtha- 
lene-8-sulfonic  Acid 

8-Anilino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  Phenyl-l-naphthylamine-8-sulfonic  Acid 

7-Anilino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.) 
See,  Phenyl-gamma  Acid 

m-  Aniline-phenol  (C.  A.  nomen.) 

See,  w-Hydroxy-diphenylamine 

2-Anilino-3-/>seudoindolone  (C.  A.  nomen.) 
See,  2-Isatin  Anilide 

Aniline  Salt 

Note.  —  This  is  Aniline  Hydrochloride. 
See,  Aniline 

o-Anisidine  (NH*=1) 
NH2 

=  123 


STATISTICS.  —  Imported          714:  —  1,411  Ibs. 
Manufactured  '18:—    ? 
Manufactured  '19:—    ? 
Manufactured  '20:—    ? 

FORMATION.—  o-Nitro-anisole  is  reduced  at  100-110°  by  means  of  iron 
and  hydrochloric  acid 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  71 


108  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  o-Anisidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

93 

Pigment  Purple  A 

I  '14:—     99 

0-Naphthol 

CL 

Sudan  R 

94 

Azo  Eosine 

I  '14:—  1,001 

Nevile  Winther  Acid 

A 

M'18:—    ? 

M'19:—    ? 

95 

Azo  Cochineal 

I  '14:—   952 

l-Naphthol-4:  8- 

A 

Cochineal  Scarlet  B 

disulfonic  Acid 

96 

Chrome  Fast 

I  '14:—    150 

Salicylic  Acid 

M 

Yellow  GG 

I  '20:—   500 

DISAZO  DYE 

259 

Ponceau  10  RB 

I  '14:—   201 

Sulfanilic  Acid 

A 

Croceine  Acid 

Anthracene 


=  Ci4Hio=178 


STATISTICS. — Imported          '14: — $37,240  in  value 

Manufactured  '17:—        ? 

Manufactured  '18:—   225,552  Ibs. 

Manufactured  '19:— 1,381,944  Ibs. 

Imported          '19:—     51,895  Ibs. 

Manufactured  '20:—   711,258  Ibs. 

Imported         '20:—   648,095  Ibs. 

FORMATION. — From  coal-tar  by  extraction  and  purification 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  244 

USES. — For  manufacture  of  anthraquinone  and  anthraquinone  deriva- 
tives 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dye  Derived  from  Anthracene 


109 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

791 

Indanthrene 

I  '20:—  11 

[Sulfur] 

V 

Olive  G 

M'18:—  ? 

Anthrachrysone 

1:3:5:  7-Tetrahydroxy-anthraquinone 

OH 


CC 


HO 


FORMATION. — From  3:  5-Dihydroxy-benzoic  acid  by  heating  with  con- 
centrated sulfuric  acid 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  1,  483 
Beil.  Ill,  436;  III  spl.  312 

Dyes  Derived  from  Anthrachrysone 


Schultz 
Number 
for  Dyes 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of. 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

790 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Acid  Alizarin 
Blue  BB 

I  '14:—  26,642 
I  '20:—  3,539 

[Sulfonation,  Nitration, 
Reduction,  etc.] 

ACr 

796 

Acid  Alizarin 
Green  G 

I  '20:—  1,334 

[Sulfonation,  Nitration, 
Sodium  sulfide  reduc- 
tion] 

ACr 

1: 9-Anthradiol  (C.  A.  nomen.) 
See,  1-Hydroxy-anthranol 


110 


DYES  CLASSIFIED  BY  INTERMEDIATES 

Anthraflavic  Acid 

2:  6-Dihydroxy-anthraquinone  (not  considered  herein) 

Anthranilic  Acid  (C.  A.  nomen.  COOH=1) 

o-Amino-benzoic  Acid 

COOH 


|NH2        — 


—  137 


STATISTICS.  —  Imported          '14:  —     106  Ibs. 
Manufactured  '17:  —        ? 
Manufactured  '18:—  11,826  Ibs. 
Manufactured  '19:—  22,976  Ibs. 
Manufactured  '20:—        ? 

FORMATION.  —  Phthalic  anhydride  is  melted  and  heated  to  240°,  where- 
upon ammonia  gas  is  introduced,  forming  phthalimide.  This 
latter  is  treated  with  sodium  hypochlorite,  forming  anthranilic 
acid 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  147 
Lange,  Zwischenprodukte,  #357-367,  1619 

Dyes  Derived  from  Anthranilic  Acid 


Schultz 
Number 
JOT  Dye 

Ordi  ary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

200 

Lake  Red  D 

I  '14:—  2,428 

/3-Naphthol 

CL 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

201 

Pigment  Scarlet  G 

M'17:—      ? 

Schaeffer's  Acid 

CL 

M'18:—      ? 

. 

M'19:—      ? 

202 

Acid  Alizarin  Red  B 

I  '14:—  7,374 

R-Acid 

ACr 

Palatine  Chrome 

M  '18:—      ? 

CL 

RedB 

M'19:—  28,081 

I  '20:—  1,342 

M  '20:—  67,817 

DYES  CLASSIFIED  BY  INTERMEDIATES 


111 


Dyes  Derived  from  Anthranilic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

832 

Indanthrene 

I  '14:—  11,667 

Anthranilic  Acid 

V 

Violet  RN 

I  '20:—       49 

(2  mols) 

1  :5-Dichloro-anthraqui- 

none 

Anthrano' 

See,  9-Anthrol 


Anth  aquinone 
,C(X 


—  208 


STATISTICS.— Imported          '14:—  29,850  Ibs. 
Manufactured  '18:—       ? 
Manufactured  '19:— 294,260  Ibs. 
Manufactured  '20:— 539,619  Ibs. 

FORMATION. — (1)  From  anthracene  by  appropriate  oxidation  means; 
for  example,  chromic  acid.  (2)  From  o-benzoyl-benzoic  acid  by 
action  of  sulfuric  acid.  The  o-benzoyl-benzoic  acid  is  prepared 
by  reacting  together  phthalic  anhydride,  benzene  and  aluminum 
chloride 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  244 

Lange,  Zwischenprodukte,  #23,  648,  3065-3080 


112  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  Anthraquinone 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  an'  I 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 
ALLIED  DYES 

863 

Anthraquinone 
Blue  Green  BXO 

I  '14:—  6,552 
I  '20:—   849 

[?] 

A 

Note.—  Most  of  the  dyes  listed  in  the  class  "  Anthraquinone  and  Allied 
Dyes"  (Schultz,  #758-873)  are  derived  indirectly  from  anthraquinone. 
These  dyes  are,  however,  not  tabulated  under  anthraquinone,  but  under  that 
intermediate  from  which  directly  derived. 

Anthraquinone-1  :  5-and-l  :  8-disulf  onic  Acids 
Rho  Acid  is  trivial  name  for  the  1  :  5-disulfonic  Add 
Chi  Acid  is  trivial  name  for  the  1:  8-disulfonic  Acid 
S03H     H03S  S03H 


and 


—  368 


STATISTICS. — The  anthraquinone-1 :  5-disulf onate  was  manufactured  in 
1918,  1919,  1920  by  one  company.  Amount  was  not  disclosed 

FORMATION. — Anthraquinone  is  sulfonated  with  strong  oleum  in  the 
presence  of  mercury  or  mercuric  oxide  to  a  mixture  of  the  1 :  5-  and 
1 : 8-disulfonic  acids,  which  are  separated  by  crystallization 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  252 
Lange,  Zwischenprodukte,  #3290-3293 

USES. — The  1 :  5-acid  is  employed  for  making  anthrarufin,  1 :5-dichloro- 
anthraquinone,  etc. 

Anthraquinone-2:  C-disulfonic  Acid 
a-Anthraquinone-disulf onic  Acid 


H03S 


Of 

\Ac 


S03H 


DYES  CLASSIFIED  BY  INTERMEDIATES 


113 


FORMATION. — From  anthraquinone  by  heating  with  45  per  cent  oleum 
to  160-170°  C.,  dilution  with  water,  neutralization  with  caustic 
soda  and  evaporation  until  the  2 :  6  acid  crystallizes  out  (2 :  7  acid 
in  mother  liquor) 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  253 
Lange,  Zwischenprodukte,  #3290 

Dyes  Derived  from  Anthraquinone-2 : 6-disulfonic  Acid 


TIT      7    )    Ordinary  Name  and 
forDe\          Class  °f  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

785 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  GI 
Flavopurpurin 

I  '14:—  49,021 

[Alkaline  Fusion] 

M 

786 

Alizarine  Red  3WS 

[Alkaline  fusion, 
sulfonation] 

M 

Anthraquinone-2: 7-disulfonic  Acid 

/3-Anthraquinone-disulfonic  Acid 


HO«S|/\/ 

\A 


S03H 


STATISTICS  . — Manufactured  '19:- 
Manufactured  '20:- 


==  368 


FORMATION. — From  anthraquinone  by  heating  with  45  per  cent  Oleum, 
dilution  with  water,  neutralization  with  caustic  soda,  and  evapora- 
tion until  the  2:  6  disulfonic  acid  crystallizes  out.  The  2:  7  disul- 
fonic  acid  is  then  obtained  (as  sodium  salt)  by  evaporating  this 
mother  liquor  to  dryness 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  253 
Lange,  Zwischenprodukte,  #3290 


114 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dye  Derived  from  Anthraquinone-2 : 7-disulf onic  Acid 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

784 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  SX 
Isopurpurin 

I  '14:—  14,273 
M'19:—      ? 
I  '20:—       49 
M'20:—      ? 

[Alkaline  fusion] 

M 

a-Anthraquinone-disulfonic  Acid 

See,  Anthraquinone-2 :  6-disulfonic  Acid 

/3-Anthraquinone-disulf  onic  Acid 

See,  Anthraquinone-2:  7-disulf  onic  Acid 

Anthraquinone-2-sulf onic  Acid 
Anthraquinone-/3-sulfonic  Acid 
0  Acid  or  Beta  Acid 
Silver  salt  (Sodium  derivative) 
0-Sulfonic  Acid 


S03H 


STATISTICS. — Manufactured  1918: —  ? 
Manufactured  1919:—  ? 
Manufactured  1920:—  ? 

FORMATION. — From  anthraquinone  by  sulfonating  with  an  equal 
weight  of  45-50  per  cent  oleum  and  heating  up  to  160°  C.,  diluting, 
neutralizing  with  caustic  soda,  and  evaporating  to  crystallization 
of  the  sodium  salt  ("Silver  salt") 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  251 
Lange,  Zwischenprodukte,  #3156-3163 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Anthraquinone-2-sulfonic  Acid 


115 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

778 

Alizarin 

I  '14:—  202,392 

[Oxidation] 

M 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

I  '20:—    8,575 

M'20:—      ? 

779 

Alizarin  Orange 

I  '14:—  14,239 

[Alizarin,  Nitration] 

M 

M'19:—      ? 

I    '20:—     500 

M'20:—      ? 

780 

Alizarin  Red 

I  '14:—  81,919 

[Alizarin,  Sulfonation] 

M 

M'17:—      ? 

I  '20:—  12,628 

781 

Erweco  Alizarin 

[Alizarin,  Sulfonation] 

M 

Acid  Red  BS 

— 

783 

Purpurin 

[Alizarin,  Oxidation] 

M 

787 

Alizarin  Bordeaux  B 

I  '20:—         20 

[Alizarin,  Oxidation] 

M 

788 

Alizarin  Cyanine  R 

I  '20:—  16,781 

[Alizarin  Bordeaux  B, 

M 

Oxidation] 

797 

Alizarin  Garnet  R 

I  '14:—       720 

[4-Nitro-alizarin,     Re- 

M 

duction] 

798 

Alizarin  Maroon  W 

I  '20:—    2,014 

[Crude  Nitro-alizarin, 

M 

Reduction] 

799 

Alizarin  Cyanine  G 

I  '20:—     339 

[Alizarin  Cyanine  R, 

M 

Amidation] 

854 

Alizarin  Viridine  DG 

I  '20:—  11,397 

[Alizarin  Bordeaux  B] 

M 

p-Toluidine  (2  mols) 

[Sulfonation] 

862 

Alizarin  Blue 

I  '14:—  54,706 

[Purpurin] 

M 

Black  B 

I  '20:—  28;802 

Aniline 

[Sulfonation] 

116 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Anthraquinone-3-sulfonic  Acid 

See,  Anthraquinone-2-sulfonic  Acid 

2-Anthraquinone-urea  Chloride 

See,  2-Anthraquinonyl-urea  Chloride 

2-Anthraquinonyl-urea  Chloride 
2-Anthraquinone-urea  Chloride 


CO 


FORMATION.  —  From  2-Amino-anthraquinone  in  nitro-benzene  solution 
by  action  of  phosgene  at  50° 

LITERATURE.  —  Lange,  Zwischenprodukte,  #3123 

Dyes  Derived  from  2-Anthraquinonyl-urea  Chloride 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

835 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Helindone 
Orange  GRN 

I  '20:—       74 

2-Anthraquinonyl-urea 
chloride  (2  mols) 

V 

836 

Helindone 
Brown  2GN 

I  '20:—  15,238 

2-An  thraquinon  yl-urea 
chloride  (2  mols) 
Diamino-anthraqui- 
nones,  [various] 

V 

Anthrarufin 

1  :  5-Dihydroxy-anthraquinone 

TO       OH 


HO 


DYES  CLASSIFIED  BY  INTERMEDIATES 


117 


STATISTICS. — Manufactured  1918: —  ? 
Manufactured  1919:—  ? 
Manufactured  1920:—  ? 

FORMATION. — 'This  compound  is  obtained  by  the  action  of  milk  of  lime 
on  either  anthraquinone-1 :  5-disulf onic  acid  or  on  1 :  5-dinitro- 
anthraquinone 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  257 
Ullmann,  Enzy.  tech.  Chemie,  1,  481 
Lange,  Zwischenprodukte,  #3269,  3272,  3287 

Dye  Derived  from  Anthrarufin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

858 

Alizarin  Saphirol  B 

M'18:—      ? 

[Sulfonation,  Nitration, 

ACr 

M'19:—      ? 

Reduction] 

I  '20:—  28,210 

M'20:—      ? 

1-Anthrol  (C.  A.  nomen.) 
a-Anthrol 

1-Hydroxy-anthracene 
OH 


FORMATION. — From  1-anthracene-sulfonic  acid  by  fusion  with  5  parts 

of  caustic  soda  at  about  250° 
LITERATURE.— Schmidt,  Ber.  37,  66  (1904) 

Thorpe,  Die.  Chemistry,  1,  274;  (1921  Ed.),  1,  352 

Dye  Derived  from  1-Anthrol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

893 

INDIGO  GROUP  DYE 
Alizarin  Indigo  G 

IJ20:—  1,596 

Dibromo-isatin  chloride 

V 

118 


DYES  CLASSIFIED  BY  INTERMEDIATES 


9-Anthrol  (C.  A.  women.) 

9-Hydroxy-anthracene 

Anthranol 

OH 


FORMATION. — Anthraquinone  is  reduced  with  tin  in  boiling   glacial 
acetic  acid  solution,  or  with  iron  and  ferrous  chloride  solution 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  262 

Thorpe,  Die.  Chemistry,  1,  272;   (1921  Ed.),  1,  349 
Lange,  Zwischenprodukte,  #3038-3040 

Dyes  Derived  from  9-Anthrol 


Schultz 
Number 
for  Dye 

763 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Indanthrene 
Dark  Blue  BO 

I  '14:—  11,096 
I  '20:—  13,917 
M'20:—      ? 

9-Anthrol  (2  mols) 
[Glycerol  (2  mols)] 

V 

764 

Indanthrene 
Violet  RT 

9-Anthrol  (2  mols) 
[Glycerol  (2  mols), 
Halogenation] 
or 
[Indanthrene  Dark  Blue 
BO  and  Halogenation] 

V 

765 

Indanthrene 
Green  B 

I  '14:—  72,251 
M'19:—    ? 
I  '20:—  6,765 
M'20:—      ? 

9-Anthrol  (2  mols) 
[Glycerol  (2  mols), 
Nitration] 
or 
[Indanthrene  Dark  Blue 
BO  and  Nitration] 

V 

872 

Leucol  Brown  B 

I  '20:—       22 

V 

Armstrong's  Acid 

See,  Naphthalene-1 :  5-disulfonic  Acids 


DYES  CLASSIFIED  BY  INTERMEDIATES  119 

Armstrong's  5  Acid 

See,  Naphthalene-1 :  5-disulfonic  Acid 

Armstrong  and  Wynne's  Acid 

l-Naphthol-3-sulfonic  Acid  (not  considered  herein) 

Armstrong  and  Wynne's  Acid  II 

See,  2-Naphthylamine-5:  7-disulfonic  Acid 

5: 5' -A  oxy-bis-o-toluidine  (C.  A.  nomen.) 
See,  Diamino-azoxy-toluene 

jfr-Azoxy-o-toluidine 

See,  Diamino-azoxy-toluene 

BAcid 

See,  l-Amino-8-naphthol-3:  5-disulfonic  Acid 

This  trivial  name  also  applied  to 
l-Amino-7-naphthol-3-sulfonic  Acid 
2:  3-Dihydroxy-naphthalene-6 :  8-disulfonic  Acid 

Badische  Acid 

See,  2-Naphthylamine-8-sulfonic  Acid 

Baum  s  Acid 

l-Naphthol-2-sulfonic  Acid  (not  considered  herein) 

Bayer's  Acid 

See,  Croceine  Acid 

See,  2-Naphthylamine-7-sulfonic  Acid 

Benzal-bisxylidine  (C.  A.  nomen.) 

See,  Diamino-dixylyl-phenyl-methane 


120  DYES  CLASSIFIED  BY  INTERMEDIATES 

Benz  aldehyde 
HCO 


STATISTICS. — Imported  '14: —  20,475  Ibs. 
Manufactured  '17:— 132,336  Ibs. 
Manufactured  '18:— 360,591  Ibs. 
Manufactured  '19:— 518,634  Ibs. 
Manufactured  '20:— 702,543  Ibs. 

FORMATION. — (1)  From  toluene  by  chlorination  to  benzylidine  chloride, 
CeHsCHC^,  and  by  heating  this  with  milk  of  lime  under  pressure. 
(2)  From  toluene  by  oxidation  with  manganese  dioxide  and 
sulfuric  acid 

LITEBATURE. — Cain,  Intermediate  Products  (2d  Ed.),  138 
Lange,  Zwischenprodukte,  #20-41 

Dyes  Derived  from  Benzaldehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

TRIPHENYL- 

METHANE   DYES 

495 

Malachite  Green 

I  '14:—  183,852 

Dimethyl-aniline 

B 

M  '17:—  130,229 

(2  mols) 

M  '18:—  290,416 

[Oxidation] 

M  '19:—  560,301 

I  '20:—       100 

M  '20:—  654,237 

499 

Brilliant  Green 

I  '14:—  73,904 

Diethyl-aniline  (2  mols) 

B 

M'18:—      ? 

[Oxidation] 

M'19:—      ? 

I  '20:—         25 

M  '20:—      ? 

502 

Guinea  Green  B 

I  '14:—  49,971 

Ethyl-sulfobenzyl- 

A 

Acid  Green  3BG 

M'17:—      ? 

aniline  (2  mols) 

M'18:—      ? 

[Oxidation] 

M'19:—      ? 

I  '20:—       278 

M  '20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 


121 


Dyes  Derived  from  Benzaldehyde  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

504 

TRIPHENYL-METHANE 
DYES  (continued) 
Light  Green  SF 
Bluish 

1  '14:—    6,693 
M'17:—      ? 
M'18:—      ? 

Benzyl-methyl- 
aniline  (2  mols) 
[Sulfonation  and 
Oxidation] 

A 

505 

Light  Green  SF 
Yellowish 

I  '14:—  71,462 
M'19:—      ? 
I  '20:—    7,490 
M'20:—      ? 

Benzyl-ethyl- 
aniline  (2  mols) 
[Sulfonation  and 
Oxidation] 

A 

604 

ACRIDINE  DYES 
Acridine  Orange  R 

Dimethyl-w-phenylene- 
diamine  (2  mols) 
[Ammonia  removal; 
Oxidation] 

B 

605 

Benzoflavine 

I  '14:—       600 

w-Tolylene-diamine 
(2  mols) 
[Ammonia  removal, 
Oxidation] 

B 

Benzaldehyde-disulfonic  Acid 

4-Formyl-w-6enzene-disulfonic  Acid  (C.  A.  nomen.) 


HCO 

I     JSO*H        =  C7H607S2  =  266 
S03H 


FORMATION. — Toluene  is  sulf onated  with  oleum  to  the  2 :  4-disulf onic 
acid,  which  is  then  oxidized  with  manganese  dioxide 


LITERATURE. — Lange,  Zwischenprodukte,  #899 


122  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  Benzaldehyde-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

579 

Sulf  o  Rhodamine  B 

I  '14:—  1,698 

Diethyl-m-amino- 

A 

Xylene  Red  B 

phenol  (2  mols) 

[Oxidation] 

Benzaldehyde-o-sulfonic  Acid 

o-Formyl-&enzene-sulfonic  Acid  (C.  A.  nomen.) 


HCO 


r  /""I    TT    /~\    Q1  -|  O^* 


FORMATION. — By  heating  o-chloro-benzaldehyde  with  Na2S03  at  around 
170-180°  under  pressure 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  146 
Lange,  Zwischenprodukte,  #504-506 

Dyes  Derived  from  Benzaldehyde-o-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

TRIPHENYL- 

METHANE   DYES 

506 

Erioglaucine 

I  '14:—  66,526 

Ethyl-sulfobenzyl- 

A 

M'19:—      ? 

aniline 

I  '20:—  6,160 

or 

M  '20:—      ? 

Benzyl-ethyl-aniline 

(2  mols)  [and  sulfona- 

tion] 

[Oxidation] 

553 

Eriochrome 

I  '14:—  2,249 

o-Cresotic  Acid  (2  mols) 

ACr 

Cyanine  R 

I  '20:—  2,205 

[Oxidation] 

DYES  CLASSIFIED  BY  INTERMEDIATES  123 

Benzamido-  (C.  A.  nomen.  for  C6 H5CO .  N H) 
See,  Benzoylamino- 

Note. — The  C.  A.  name  for  this  radical  is  the  scientific  one,  and  it  is  listed 
as  an  alternate,  but  in  view  of  the  widespread  use  of  benzoylamino-,  the 
latter  is  given  precedence  at  the  present  time. 

l-Benzamido-4-chloro-anthraquinone  (C.  A.  nomen.) 
See,  l-Benzoylamino-4-chloro-anthraquinone 

7-meso-Benzanthren-7-one  (C.  A.  nomen.) 
See,  Benzanthrone 

Benzanthrone 

7-weso-Benzanthren-7-one  (C.  A.  nomen.) 


Ci7Hi<>0~230 


STATISTICS. — Manufactured  '19: —      ? 
Manufactured  '20:—      ? 

FORMATION.— (1)  From  anthranol  and  glycerol  by  condensation  by 
means  of  sulfuric  acid.  (Anthranol  is  made  from  anthraquinone.) 
(2)  From  anthracene  in  sulfuric  acid  solution,  by  addition  of  glycerol 
and  heating  to  100-110°  C.  until  the  anthracene  disappears.  The 
reaction  mass  is  then  diluted  with  water,  salted  out  and  purified 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  262 
Lange,  Zwischenprodukte,  #3584 


124 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Benzanthrone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

763 

Indanthrene 

I  '14:—  11,096 

Benzanthrone  (2  mols) 

V 

Dark  Blue  BO 

I  '20:—  13,917 

764 

Indanthrene 

Benzanthrone  (2  mols) 

V 

Violet  RT 

[Halogenation] 

[or  Indanthrene  Dark 

Blue  BO  and  halo- 

genation] 

765 

Indanthrene 

I  '14:—  72,251 

Benzanthrone  (2  mols) 

V 

Green  B 

M'19:—      ? 

[Nitration] 

I  '20:—  6,765 

[or  Indanthrene  Dark 

M  '20:—      ? 

Blue  BO  and  Nitra- 

tion] 

Benzanthrone-quinoline 

Phenanthroquinolinone  (C.  A.  nomen.) 


FORMATION. — From  2-amino-anthraquinone  and  glycerol  by  warming 

with  condensing  agents,  for  example,  sulfuric  acid 
LITERATURE. — Lange,  Zwischenprodukte,  #3596 

Ullmann,  Enzy.  tech.  Chemie,  3,  314 

Dye  Derived  from  Benzanthrone-quinoline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

846 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Indanthrene  Dark 
Blue  BT 

Benzanthrone-quino- 
line (2  mols)     • 

V 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Benzene-azo-diethylaniline 

See,  p-Diethylamino-azo-benzene 

Benzene-sulfonyl  Chloride 

S02C1 

=  176.5 


125 


FORMATION. — From  benzene-sulfonic  acid  by  treatment  with  phos- 
phorus pentachloride 

LITERATURE. — Bucherer,  Farbenchemie,  78,  150 

Dye  Derived  from  Benzene-sulfonyl  Chloride 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

182 

Fast  Sulfon  Violet 

I  '14:—  4,871 

H  Acid 

A 

Brilliant  Sulfon 

I  '20:—  4,740 

Aniline 

RedB 

Benzidine 


H2N 


NH2  — Ci2H12N2=:184 


STATISTICS. — Imported  '14: —  55,245  Ibs. 
Manufactured  '17:— 1,766,582  Ibs. 
Manufactured  '18:— 2,501,887  Ibs. 
Manufactured  '19:— 1,319,629  Ibs. 
Manufactured  '20:— 2,183,583  Ibs. 

FORMATION. — Nitro-benzene  is  reduced  to  hydrazo-benzene  with  zinc 
or  iron  in  presence  of  caustic  soda;  the  hydrazo-benzene  is  re- 
arranged to  benzidine  by  treatment  with  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  89 
Lange,  Zwischenprodukte,  #1204 


126  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Benzidine 


SchuUz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

15 

Chicago  Orange  G 

p-Nitro-toluene-o- 

D 

sulfonic  Acid 

102 

Diamond  Flavine  G 

I  '14:—  23,089 

Salicylic  Acid 

M 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M  '20:—      ? 

103 

Dutch  Yellow 

Salicylic  Acid 

M 

[Sodium  sulfite] 

DISAZO  DYES 

306 

Pyramine  Orange  3G 

I  '14:—    7,863 

Nitro-m-phenylene- 

D 

I  '20:—       396 

diamine 

m-Phenylene-diamine- 

disulfonic  Acid 

307 

Congo  Red 

I  '14:—  20,629 

Naphthionic  Acid 

D 

M'17:—      ? 

(2  mols) 

M  '18:—  587,153 

M  '19  .—873,734 

M'20:— 

1,502,630 

308 

Diazo  Black  B 

I  '14:—  62,854 

Laurent's  Acid  (2  mols) 

D 

309 

Glycine  Red 

a-Naphthyl-glycine 

D 

Naphthionic  Acid 

310 

Glycine  Corinth 

.   •  .. 

a-Naphthyl-glycine 

D 

(2  mols) 

311 

Orange  TA 

I  '14:—       602 

Naphthionic  Acid 

D 

M'17:—      ? 

Cresol 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

312 

Congo  Corinth  G 

I  '14:—  44,157 

Nevile  Winther's  Acid 

D 

M'17:—      ? 

Naphthionic  Acid 

M'18:—      ? 

M'19:—  137,704 

M'20:—  242,503 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Benzidine  (continued) 


127 


Schultz 
Number 
forDy 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

313 

Congo  Rubine 

I  '14:—  46,213 

Croceine  Acid 

D 

M'17:—      ? 

Naphthionic  Acid 

M'18:—      ? 

I  '20:—    2,601 

314 

Pyramine 

I  '14:—    2,789 

Nitro-ra-phenylene- 

D 

Orange  RR 

diamine 

Amino-R  Acid 

315 

Congo  Orange  G 

I  '14:—    1,623 

Phenol 

D 

I  '20:—         75 

Amino-R  Acid 

[Ethylation] 

316 

Brilliant  Congo  G 

Amino-R  Acid 

D 

Broenner's  Acid 

317 

Pyramidol 

Resorcinol  (2  mols) 

D 

Brown  BG 

318 

Benzidine  Puce 

0-Naphthol 

MF 

319 

Diamine  Scarlet 

I  '14:—  41,175 

Phenol 

D 

I  '20:—  11,340 

GAcid 

[Ethylation] 

320 

Bordeaux 

I  '14:—    1,335 

Croceine  Acid  (2  mols) 

D 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

321 

Heliotrope  2B 

I  '14:—    1,473 

Croceine  Acid 

D 

I  '20:—         60 

l-Naphthol-4:8- 

disulfonic  Acid 

322 

Trisulfon 

I  '14:—    1,124 

/3-Naphthol 

D 

Violet  B 

M'17:—      ? 

l-Naphthol-3:6:8-tri- 

M'18:—      ? 

sulfonic  Acid 

M'19:—      ? 

I  '20:—    7,927 

M'20:—      ? 

128  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Benzidine  (continued') 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

323 

(continued) 
Dianil  Blue  R 

M  '20:—      ? 

Chromotropic  Acid 
(2  mols) 

D 

324 

Chicago  Blue  4R 

I  '14:—     1,199 

Croceine  Acid 
1  -Amino-8-naphthol-4- 
sulfonic  Acid 

D 

325 

Columbia  Blue  R 

I  '14:—    3,071 

l-Naphthol-3:  8-disul- 
fonic  Acid 

D 

1  -Amino-8-naphthol-4- 
sulfonic  Acid 

326 

Oxamine  Violet 
Oxydiamine  Violet  BF 

I  '14:—  23,981 
I  '20:—       732 

J  Acid  (2  mols) 

D 

327 

Diamine  Violet  N 

I  '14:—  18,263 
M'19:—      ? 

Gamma  Acid  (2  mols) 

D 

M'20:—  92,503 

328 

Diamine  Black  RO 
Dianol  Black  RW 

I  '14:—    8,253 

Gamma  Acid  (2  mols) 

D 

329 

Diamine  Brown  V 

M'19:—      ? 

w-Phenylene-diamine 
Gamma  Acid 

D 

330 

Zambesi  Brown  G 

I  '14:—    4,028 
I  '20:—    1,104 

Gamma  Acid 
2:  7-Naphthylene- 
diamine-sulfonic  Acid 

D 

331 

Alkali  Dark 
Brown  GV 

Nitroso-/3-naphthol 
Gamma  Acid 

D 

332 

Dianil  Garnet  B 
Benzo  Fast  Red 

I  '14:—    5,985 
I  '20:—    3,799 

Gamma  Acid 
Amino-R  Acid 

D 

333 

Diamine  Black  BH 
Oxamine  Black  BHN 

I  '14:—  619,430 
M'17:—      ? 

Gamma  Acid 
HAcid 

D 

M'18:—      ? 

M'19:—  485,046 
I  '20:—    5,512 
M  '20:—  803,501 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Benzidine  (continued) 


129 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

334 

Diphenyl  Blue 

I  '14:—  26,240 

Ethyl-gamma  Acid 

D 

Black 

HAcid 

335 

Naphthamine 

I  '14:—  49,016 

Gamma  Acid 

D 

Black  RE 

KAcid 

336 

Benzo  Cyanine  R 

I  '14:—       201 

HAcid 

D 

l-Amino-8-naphthol-4- 

sulfonic  Acid 

337 

Diamine  Blue  BB 

I  '14:—  19,035 

H  Acid  (2  mols) 

D 

Benzo  Blue  BB 

M'17:— 

1,445,059 

M'18:— 

1,523,985 

M'19:— 

1,380,335 

M'20:— 

1,789,774 

338 

Naphthamine    Blue 

I  '14:—  11,707 

K  Acid  (2  mols) 

D 

2B 

I  '20:—       400 

339 

Brilliant  Orange  G 

I  '14:—    6,321 

Salicylic  Acid 

D 

M'17:—      ? 

3-Amino-phenol-4- 

sulfonic  Acid 

340 

Benzo  Orange  R 

I  '14:—    1,073 

Salicylic  Acid 

D 

M'17:—      ? 

Naphthionic  Acid 

M'18:—  50,422 

M'19:—  42,807 

I  '20:—       220 

M'20:—  86,210 

340  (1) 

Chlorazol 

Salicylic  Acid 

D 

Orange  2R 

2-Naphthylamine-7- 

sulfonic  Acid 

341 

Crumpsall  Direct 

M'17:—      ? 

Salicylic  Acid 

D 

Fast  Red  R 

M'18:—      ? 

R  Salt 

M'19:—      ? 

M'20:—      ? 

130 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Benzidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

342 

DISAZO  DYES 
(continued) 
Chrysamine  G 

I  '14:—       608 
M'17:—  26,061 
M'18:—  28,846 
M'19:—  54,279 
I  '20:—    9,810 
M'20:—  49,342 

Salicylic  Acid 
(2  mols) 

D 

343 

Diamine  Fast 
RedF 

I  '14:—  50,479 
M'19:—  56,864 
I  '20:—    4,040 
M  '20:—  115,865 

Gamma  Acid 
Salicylic  Acid 

D 

344 
345 

Diamine  Brown  M 
Oxamine  Maroon 

I  '14:—  65,396 
M'18:—      ? 
M'19:—  15,957 
M  '20:—  257,872 

Salicylic  Acid 
Gamma  Acid 

Salicylic  Acid 
l-Amino-5-naphthol-7- 
sulfonic  Acid 

D 
D 

346 

Oxamine  Red 

I  '14:—  11,636 
I  '20:—       848 

JAcid 
Salicylic  Acid 

D 

347 

Diphenyl  Brown  RN 

Salicylic  Acid 
Methyl-gamma  Acid 

D 

348 

Diphenyl  Brown  BN 

I  '14:—  13,471 

Salicylic  Acid 
Dimethyl-gamma  Acid 

D 

349 

Diamine  Brown  B 

I  '20:—         24 

Salicylic  Acid 
Phenyl-gamma  Acid 

D 

350 

Alkali  Yellow  R 

Salicylic  Acid 
Dehydrothio-p-tolui- 
dine-sulfonic  Acid 

D 

351 

Cresotine  Yellow  G 

I  '14:—    1,748 
M'17.—      ? 
M'18:—      ? 
M'19:—      ? 
M  '20:—      ? 

o-Cresotic  Acid 
(2  mols) 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Benzidine  (continued) 


131 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

352 

Direct  Violet  R 

I  '14:—        661 

w-Tolylene-diamine 

D 

M'19:—      ? 

I:  7-Dihydroxy-6-naph- 

thoic-3-sulfonic  Acid 

353 

Direct  Indigo 

I  '14:—    6,000 

1  :  7-Dihydroxy-6-naph- 

D 

Blue  BN 

thoic-3-sulfonic  Acid 

HAcid 

354 

Direct  Gray  R 

I  '20:—    4,927 

1:  7-Dihydroxy-6-naph- 

D 

thoic-3-sulfonic  Acid 

(2  mols) 

TRISAZO  DYES 

438 

Melogene  Blue  BH 

M'17:—      ? 

H  Acid  (2  mols) 

D 

M'18:—      ? 

p-Xylidine 

439 

Direct  Indigo 

M'18:—      ? 

H  Acid  (2  mols) 

D 

Blue  A 

ra-Amino-p-cresol 

Methyl  Ether 

440 

Direct  Indigo 

Gamma  Acid  (2  mols) 

D 

Blue  BK 

w-Amino-p-cresol 

Methyl  Ether 

441 

Diazo  Blue 

M'19:—      ? 

H  Acid  (2  mols) 

D 

Black  RS 

M'20:—      ? 

a-Naphthylamine 

442 

Direct  Black  V 

I  '14:—  145,738 

Gamma  Acid 

D 

a-Naphthylamine 

2  R  Acid 

443 

Direct  Indone 

a-Naphthylamine 

D 

BlueR 

HAcid 

2  R  Acid 

444 

Crumpsall  Direct 

Salicylic  Acid 

D 

Fast  Brown  B 

Aniline 

Gamma  Acid 

445 

Crumpsall  Direct 

Salicylic  Acid 

D 

Fast  Brown  0 

Aniline 

Phenyl-gamma  Acid 

132 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Benzidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

446 

TRISAZO  DYES 
(continued) 
Benzo  Olive 

I  '14:—     1,149 

Salicylic  Acid 
a-Naphthylamine 
HAcid 

D 

447 

Benzo  Gray  S  Extra 

I  714:—        802 

Salicylic  Acid 
a-Naphthylamine 
Nevile  Winther's  Acid 

D 

448 

Diamine  Bronze  G 

I  '14:—    4,495 

Salicylic  Acid 
HAcid 
w-Phenylene-diamine 

D 

449 

Trisulfon 
Brown  B 

I  '14:—  16,781 
I  '20:—  38,616 

2  R  Acid 
Salicylic  Acid 
ra-Phenylene-diamine 

D 

462 

Erie  Direct 
Black  GX 
Direct  Deep 
Black  EW 

I  '14:— 
1,246,536 
M'17:—      ? 
M'18:—      ? 
M'19:— 
7,250,007 
M'20:— 
7,736,994 

Aniline 
HAcid 
m-Phenylene-diamine 

D 

463 

Erie  Direct 
Black  RX 
Cotton  Black  E 

I  '14:—  248,567 
M'19:—      ? 
M'20:— 
2,050,741 

Aniline 
HAcid 
m-Tolylene-diamine 

D 

464 

Erie  Direct 
Green  E  T 

M'17:—      ? 
M'18:—      ? 
M'19:—  69,700 
M'20:—      ? 

Aniline 
HAcid 
Phenol 

D 

465 

Columbia  Black 
Green  D 

Salicylic  Acid 
Aniline 
1:  8-Amino-naphthol-4- 
sulfonic  Acid 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Benzidine  (continued) 


133 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

466 

TEISAZO  DYES 
(continued) 
Eboli  Green 

l-Amino-8-naphthol- 
3  :  5-disulf  onic  Acid 
Salicylic  Acid 
Sulfanilic  Acid 

D 

467 

Diphenyl  Green  G 

I  '20:—  2,205 

Phenol 
H  Acid 
o-Chloro-p-nitro- 
aniline 

D 

468 

Diphenyl  Green  3G 

Salicylic  Acid 
H  Acid 
o-Chloro-p-nitro- 
aniline 

D 

469 

Chloramine  Black  N 

I  '14:—  39,600 
M'19:—      ? 
I  '20:—    1,763 
M'20:—      ? 

w-Phenylene-diamine 
HAcid 
2:  5-Dichloro-aniline 

D 

470 

Chloramine 
Green  B 

I  '14:—     1,675 
M'19:—      ? 

Phenol 
HAcid 
2  :  5-Dichloro-aniline 

D 

471 
472 

Chloramine  Blue  3G 

Chloramine 
Blue  HW 

I  '14:—       286 
M'19:—      ? 
I  '20:—        882 

H  Acid  (2  mols) 
2  :5-Dichloro-aniline 

Gamma  Acid 
HAcid 
2:  5-Dichloro-aniline 

D 
D 

473 

Diamine  Black  HW 

I  '20:—     •  342 

Gamma  Acid 
HAcid 
p-Nitro-aniline 

D 

474 

Diamine  Green  B 
Oxamine  Green  B 

I  '14:—  77,100 
M'17:—      ? 
M  '18:—  295,147 
M'19:—  305,854 
I  '20:—    2,460 
M  '20:—  420,138 

Phenol 
HAcid 
7?-Nitro-aniline 

D 

134 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Benzidine  (continued) 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYES 

(continued) 

475 

Diamine  Green  G 

I  '14:—    7,329 

Salicylic  Acid 

D 

Oxamine  Green  G 

M'17:—      ? 

HAcid 

M'18:—  29,118 

p-Nitro-aniline 

M  '19:—  136,638 

I  '20:—     1,332 

M'20:—  53,292 

476 

Benzamine 

I  '14:—  16,988 

Sulfanilic  Acid 

D 

Brown  3GO 

M'17:—      ? 

w-Phenylene-diamine 

M'18:—      ? 

Salicylic  Acid 

M'19:—      ? 

M  '20:—  623,757 

477 

Congo  Brown  G 

I  '14:—  52,141 

Sulfanilic  Acid 

D 

Naphthamine  Brown 

M'17:—      ? 

Resorcinol 

4G 

M'18:—      ? 

Salicylic  Acid 

M'19:—      ? 

I  '20:—       443 

M  '20:—  229,489 

478 

Columbia  Green 

I  '14:—  45,162 

Salicylic  Acid 

D 

M'18:—      ? 

Sulfanilic  Acid 

I  '20:—    7,555 

l-Amino-8-naphthol-4- 

sulfonic  Acid 

479 

Dianil  Black  R 

Chromotropic  Acid 

D 

Naphthionic  Acid 

m-Phenylene-diamine 

480 

Congo  Brown  R 

I  '14:—    3,045 

Resorcinol 

D 

Salicylic  Acid 

Laurent's  Acid 

TETRAKISAZO  DYES 

489 

Hessian  Brown  BBN 

Sulfanilic  Acid  (2  mols) 

D 

Resorcinol  (2  mols) 

490 

Cotton  Brown  A 

I  '14:—  29,074 

Naphthionic  Acid 

D 

(2  mols) 

m-Phenylene-diamine 

(2  mols) 

DYES  CLASSIFIED  BY  INTERMEDIATES 


135 


Dyes  Derived  from  Benzidine  (continued] 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

SULFUR  DYES 

712 

Kyrogene  Yellow  G 

I  '14:—    1,126 
I  '20:—    1,543 

w-Tolylene-dithio-urea 
[Sulfur] 

s 

714 

Thiophor  Yellow 
Bronze  G 

p-Phenylene-diamine 
p-Amino-acetanilide 
[Sulfur] 

s 

Benzidine-disulfonic  Acid 

6:  6'-Diaminora:  m'-bi(&enzene-sulfonic)  Acid  (C.  A.  nomen.) 
4:  4/-Diamino-diphenyl-3:  3'-disulfonic  Acid 


=  Ci2H12N206S2  =  344 
H03S   '  S03H 

FORMATION.  —  From  benzidine  sulfate  by  heating  with  2  parts  of  sulfuric 

acid  at  about  210°  for  forty-eight  hours 
LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  94 

Griess  and  Duisberg,  Ber,  22,  2464  (1889) 

Cf.  Griess,  Ber.,  14,  300  (1881) 

Cf.  Farbenfabriken,  Ger.  Pat.  27954 

Dyes  Derived  from  Benzidine-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

360 

Pyramine  Orange  R 

I  '14:—  21,329 

Nitro-m-phenylene- 

D 

I  '20:—    7,821 

diamine 

TRISAZO  DYES 

459 

Benzo  Black  Blue  G 

Nevile-Winther's  Acid 

D 

(2  mols) 

a-Naphthylamine 

460 

Benzo  Black  Blue  5G 

I  '14:—       602 

1  :  8-Dihydroxy-naph- 

D 

thalene-4-sulfonic 

Acid  (2  mols) 

a-Naphthylamine 

136  DYES  CLASSIFIED  BY  INTERMEDIATES 

Benzidine-sulfon-disulfonic  Acid 

4 :  4/-Diamino-diphenyl-2 :  2'-sulf on-disulf onic  Acid 

2 :  7-Diamino-9-dioxide-?  :?-dibenzothiophene-disulfonic  Acid  (C 
A.  nomen.) 


2(S03H) 


H2N 


NH2       =  Ci2HioN2O8S3  =  406 


FOKMATION. — Benzidine  sulfate  is  heated  with  40  per  cent  oleum  for 
1  hour  at  100°  in  an  autoclave,  and  then  at  150°  until  a  sample 
dissolves  in  hot  water  and  does  not  give  a  yellow  precipitate  with 
alkali 

LITERATURE. — Lange,  Zwischenprodukte,  #1275 

Dyes  Derived  from  Benzidine-sulfon-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

361 

Sulfonazurine 

I  '14:—  300 

Phenyl-a-naphthyl- 

D 

amine  (2  mols) 

Benzidine-sulfonic  Acid 

2-Amino-5-(p-amino-phenyl)-6enzene-sulfonic  Acid  (C.  A.  nomen 
SOSH=1) 


H2N 
H03S 


NH2  =  Ci2Hi2N2O3S  =  264 


DYES  CLASSIFIED  BY  INTERMEDIATES 


137 


FORMATION. — From  benzidine  sulfate  by  evaporating  to  dryness  with 
dilute  sulfuric  acid  (1J/2  mols),  and  then  heating  in  air  bath  at 
about  170°  for  24  hours 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  2,  318 

Dyes  Derived  from  Benzidine-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

359 

Trypan  Red 

Amino-R  Acid  (2  mols) 

Medi- 

cinal 

TETRAKISAZO  DYE 

491 

Dianil  Black  PR 

Gamma  Acid  (2  mols) 

D 

m-Phenylene-diamine 

(2  mols) 

Benzoic  Acid 
COOH 


STATISTICS.— Imported  '14:— 352,201  Ibs. 
Manufactured  '17:— 219,210  Ibs. 
Manufactured  '18:— 282,212  Ibs. 
Manufactured  '19:— 720,320  Ibs. 
Manufactured  '20:— 743,113  Ibs. 

FORMATION. — •(!)  From  toluene  by  chlorination  to  benzo-trichloride, 
and  hydrolysis  with  milk  of  lime.  (2)  From  toluene  by  direct 
oxidation  with  nitric  acid 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  2,  325 
kange,  Zwischenprodukte,  #24,  59 


138 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Benzole  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL- 

METHANE   DYES 

509 

Chrome  Green 

Hydrol 

M 

[Oxidation] 

520 

Light  Blue  Superfine 

I  '14:—    2,149 

Aniline  (5  mols) 

ss 

Spirit  Soluble 

p-Toluidine 

Diphenylamine  Blue 

or 

[p-Rosaniline  tripheny- 

lated] 

521 

Spirit  Blue 

I  '14:—  50,563 

Aniline  (2-4  mols) 

ss 

Aniline  Blue 

M'17:—      ? 

o-Toluidine 

M'18:—      ? 

p-Toluidine 

M'19:—      ? 

or 

I  '20.—       723 

[Fuchsine  or  Rosaniline 

M'20:—      ? 

base  phenylated] 

ANTHRAQUINONE  AND 

ALLIED  DYES 

770 

Alizarin  Yellow  A 

Pyrogallol 

M 

782 

Anthracene  Brown 

I  '14:—  115,586 

Gallic  Acid 

M 

Alizarin  Brown 

M'17:—      ? 

M'18:—      ? 

M'19:—  40,426 

I  '20:—    2,728 

M'20:—  42,840 

Benzo-trichloride 

a-Trichloro-foluene  (C.  A.  nomen.) 

CC13 

=  C7H5Cl3r=  195.5 


STATISTICS. — Imported          '14< — very  small 
Manufactured  '  18 :—     ? 
Manufactured  '20;—    ? 


DYES  CLASSIFIED  BY  INTERMEDIATES 


139 


FORMATION. — From  toluene  by  treatment  with  chlorine,  preferably  in 
presence  of  catalyst 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  19 
Dyes  Derived  from  Benzo-trichloride 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

QUINOLINE  DYE 

610 

Quinoline  Red 

Quinaldine 

B 

Isoquinoline 

ANTHRAQUINONE  AND 

ALLIED  DYES 

770 

Alizarin  Yellow  A 

Pyrogallol 

M 

l-Benzoylamino-4-chloro-anthraquinone 

l-Benzamido-4-chloro-anthraquinone  (C.  A.  nomen.) 

NH.COC6H5 

,  —  361.5 


FORMATION. — By  heating   l-Amino-4-chloro-anthraquinone  with  ben- 
zoyl  chloride 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  1,  164 

Dye  Derived  from  l-Benzoylamino-4-chloro-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

833 

Algol  Olive  R 

I  J14:—  13,334 
I  '20:—       481 

l-Benzoylammo-4- 
amino-anthraquinone 
[Chloro-sulfonic  acid] 

V 

140 


DYES  CLASSIFIED  BY  INTERMEDIATES 


o-Benzoyl-fcenzoic  Acid 
COOH 

I— CO— <       >        =  Ci4Hio03  —  226 


STATISTICS. — Manufactured  1920: —    ? 

FORMATION. — By  condensation  of  phthalic  anhydride  and  benzene  in 
presence  of  aluminum  chloride 

LITERATURE.— Heller,  Zeit.  angew.  Chem.,  19,  669  (1906) 
HeUer,  Ber.,  41,  3631  (1908) 
Cain,  Intermediate  Products  (2d  Ed.),  249 

USES. — For  synthesis  of  anthraquinone 

Benzoyi  Chloride 
COC1 


STATISTICS.— Manufactured  '17:— 20,621  Ibs. 
Manufactured  '18:—  6,585  Ibs. 
Manufactured  '19:—      ? 
Manufactured  '20:— 14,277  Ibs. 

FORMATION. — From  benzoic  acid  by  action  of  sulfuryl  chloride 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  2,  329 
Lange,  Zwischenprodukte,  #42 

Dyes  Derived  from  Benzoyi  Chloride 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

814 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Algol  Yellow  WG 

I  '14:—    5,185 
I  '20:—           4 

1-Amino-anthraqui- 
none 

V 

815 

Algol  Scarlet  G 

I  '20:—       959 

l-Amino-4-methoxy- 
anthraquinone 

V 

DYES  CLASSIFIED  BY  INTERMEDIATES 


141 


Dyes  Derived  from  Benzoyl  Chloride  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

(continued) 

816 

Algol  Red  5G 

I  '14:—     1,338 

1  :  4-Diamino-anthra- 

V 

I  '20:—         51 

quinone 

Benzoyl  chloride 

(2  mols) 

817 

Algol  Yellow  R 

I  '14:—    4,887 

1  :  5-Diamino-anthra- 

V 

I  '20:—    2,299 

quinone 

M'20:—      ? 

Benzoyl  chloride 

(2  mols) 

818 

Algol  Pink  R 

I  '14:—       126 

l-Amino-4-hydroxy- 

V 

I  '20:—    1,368 

anthraquinone 

819 

Algol  Red  R 

I  '14:—    2,322 

1  :  5-Diamino-anthra- 

V 

I  '20:—    7,335 

quinone 

Benzoyl  chloride 

(2  mols) 

[Oxidation] 

821 

Algol  Brilliant 

I  '14:—    3,893 

Diamino-anthramfm 

V 

Violet  2B 

I  '20:—       827 

Benzoyl  chloride 

(2  mols) 

822 

Algol  Brilliant 

I  '14:—    6,195 

1:2:  4-Triamino-an- 

V 

Orange  FR 

I  '20:—       482 

thraquinone  (?) 

823 

Algol  Violet  B 

I  '20:—         69 

l-Amino-4:  5:  8-tri- 

V 

hydroxy-anthraqui- 

none 

870 

Algol  Corinth  R 

I  '20:—        134 

1-Amino-anthraquinone 

V 

2-Chloro-anthraquinone 

[Nitration,  Reduction] 

142  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Benzoyl  Chloride  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GKOUP 

DYES 

889 

Indigo  Yellow  3G 

Indigo  or  Phenyl-gly- 

cine  or  Phenyl-gly- 

cine-o-carboxylic  acid 

or  Thiocarbanilide  or 

' 

Aniline  or   Phthalic 

Anhydride 

890 

Ciba  Yellow  G 

I  '14:—         48 

Indigo  or  Phenyl-gly- 

cine  or  Phenyl-gly- 

cine-o-carboxylic  acid 

or  Thiocarbanilide  or 

Aniline  or  Phthalic 

Anhydride 

[Bromination] 

N-Benzoyl-o-tolidine 
H3C 


CHa 


.  NH/~~\-  <^~^>NH2  —  C2iH20N2O  =  316 


STATISTICS.  —  Manufactured  1919:  —    ? 

FORMATION.  —  Tolidine   is   heated   in   toluene   solution   with   benzoyl 
chloride  under  a  reflux  condenser 

LITERATURE.  —  Lange,  Zwischenprodukte,  #1281 

Dyes  Derived  from  AT-Benzoyl-o-tolidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

104 

MONOAZO  DYE 
Benzoyl  Pink 

Nevile-Winther's  Acid 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES  143 

[(W-Benzyl-anilino)  -methyl]  -benzene-sulfonic  Acid  (C.  A.  nomen.) 
See  Dibenzyl-aniline-sulfonic  Acid 

Benzyl  Chloride 
a-Chloro-foluene  (C.  A.  nomen.) 

CH2C1 

^  126.5 


STATISTICS.  —  Imported  '14:  —  4,589  Ibs. 
Manufactured  '17:—  136,179  Ibs. 
Manufactured  '18:—  690,930  Ibs. 
Manufactured  '19:—  720,953  Ibs. 
Manufactured  '20:—  1,246,412  Ibs. 
FORMATION.  —  From  boiling  toluene  by  passing  in  chlorine  until  the 

theoretical  amount  (37.5%)  has  been  absorbed 
LITERATURE.  —  Cam,  Intermediate  Products  (2d  Ed.),  15 
Lange,  Zwischenprodukte,  #5 

Dyes  Derived  from  Benzyl  Chloride 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TEIPHENYL- 

METHANE   DYES 

517 

Methyl  Violet  5B 

I  '14:—  22,387 

[Benzylation  of  Methyl 

B 

Benzyl  Violet 

M'17:—      ? 

Violet] 

I  '20:—    3,313 

or 

Dimethyl-aniline 

(3  mols) 

Phenol 

523 

Fast  Green 

I  '14:—  14,347 

m-Nitro-benzaldehyde 

A 

I  '20:—    3,612 

Dimethyl-aniline 

(2  mols) 

Benzyl  chloride  (2  mols) 

[Sulfonation,  Oxidation] 

XANTHONE  DYE 

586 

Chrysoline 

I  '20:—    1,402 

Phthalic  Anhydride 

A 

Resorcinol  (2  mols) 

144  DYES  CLASSIFIED  BY  INTERMEDIATES 

Benzyl-ethyl-aniline 

Ethyl-benzyl-aniline 
JV-Ethyl-7V-phenyl-&enzylamine  (C.  A.  nomen.) 


C2H5 .  N .  CH 


STATISTICS. — Imports  1914: — small  amount 

Manufactured  1917:—  ? 
Manufactured  1918:—  ? 
Manufactured  1919:—  ? 
Manufactured  1920:— 159,636  Ibs. 

FOKMATION. — From  one  part  of  ethyl-aniline  and  two  parts  of  benzyl 
chloride,  by  boiling  under  a  reflux  condenser  for  four  hours 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  69 
Dyes  Derived  from  Benzyl-ethyl-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

505 

Light  Green  SF 

I  '14:—  71,462 

Benzyl-ethyl-aniline 

A 

Yellowish 

M'19:—      ? 

(2  mols) 

I  '20:—    7,490 

Benzaldehyde 

M'20:—      ? 

[Sulfonation;  Oxidation] 

506 

Erioglaucine 

I  '14:—  66,526 

Benzyl-ethyl-aniline 

A 

M'19:—      ? 

(2  mols) 

I  '20:—    6,160 

Benzaldehyde-o-sul- 

M'20:—      ? 

fonic  acid 

[Sulfonation;  Oxidation] 

508 

Xylene  Blue  AS 

I  '14:—    8,238 

Benzyl-ethyl-aniline 

A 

I  '20:—    5,573 

(2  mols) 

3-Methyl-benzalde- 

hyde-4:  6-disulfonic 

Acid 

[Oxidation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


145 


Dyes  Derived  from  Benzyl-ethyl-aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

(continued) 

545 

Patent  Blue  A 

I  '14:—  63,744 

Benzyl-ethyl-aniline 

A 

M'18:—      ? 

(2  mols) 

I  '20:—  44,801 

ra-Nitro-benzaldehyde 

or  m-Hydroxy-benzal- 

dehyde 

[Sulfonation;  Oxidation 

Benzyl-ethyl-aniline-disulfonic  Acid 

A^-Ethyl-A7"-(p-sulfo-beDzyl)-metanilic  Acid  (C.  A.  nomen.) 


C2H5— N— CH 


03H 


Note. — Position  of  sulfonic  group  in  the  benzyl  radical  is  not  fully  de- 
termined 


STATISTICS. — Manufactured  in  1919  and  1920  in  undisclosed  amounts 

FORMATION. — Benzyl-ethyl-aniline  is  dissolved  with  cooling  in  two  parts 
of  20  per  cent  oleum,  and  is  then  treated  with  two  and  a  half  parts 
of  80  per  cent  oleum,  and  the  mixture  warmed  at  60°  until  the 
sulfonation  is  complete 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  70 
Lange,  Zwischenprodukte,  #1500 


146 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dye  Derived  from  Benzyl-ethyl-aniline-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TREPHENYL- 

METHANE   DYES 

528 

Fast  Acid 
Violet  10B 

I  '14:—  12,919 
M'17:—      ? 
M'18:—      ? 

Hydrol 
[Oxidation] 

A 

M'19:—      ? 

I  '20:—  10,086 
M'20:—      ? 

Benzyl-ethyl-aniline-sulfonic  Acid 1 

See,  Ethyl-sulfobenzyl-aniline 

Benzyl-ethyl-^-phenylene-diamine-sulfonic  Acid 

Seet  Ethyl-sulfobenzyl-p-phenylene-diamine 

3-Benzylimino-4-methyl-diphenylamine 

See,  ATM3eiizyl-Ar^)henyl-4-w-torylene-diarmne 

Benzyl-methyl-aniline 

Methyl-benzyl-aniline 
]V-Methyl-]V-phenyl-6enzylamme  (C.  A.  nomen.) 


FORMATION. — From  methyl-aniline   and  benzyl   chloride  by  heating 
together  on  a  water  bath  for  a  few  hours 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  69 


1  The  data  and  the  dye  table  should  have  been  placed  here  rather  than  under  ethyl- 
sulfobenzyl-aniline.  —  The  Author. 


DYES  CLASSIFIED  BY  INTERMEDIATES 


147 


Dyes  Derived  from  Benzyl-methyl-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL- 

METHANE    DYES 

504 

Light  Green  SF 
Bluish 

I  '14:—    6,693 
M'17:—      ? 
M'18:—      ? 

Benzyl-methyl-aniline 
(2  mols) 
Benzaldehyde 
[Sulfonation;  Oxidation] 

527 

Acid  Violet  4BN 

I  '14:—  29,184 
I  '20:—  23,335 
M'20:—      ? 

Ketone 
[Sulfonation] 

A 

Benzyl-a-naphthylamine 
N-Benzyl-1-naphthylamine  (C.  A.  nomen.) 


HN .  CE 


FORMATION. — a-Naphthylamine  is  heated  in  an  autoclave  with  benzyl 
chloride  in  the  presence  of  a  catalyst 

LITERATURE. — Lange,  Zwischenprodukte,  #1363 

Dye  Derived  from  Benzyl-a-naphthylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYE 

654 

Nile  Blue  2B 

5-Diethylamino-2- 

B 

nitroso-phenol 

148  DYES  CLASSIFIED  BY  INTERMEDIATES 

W3-Benzyl-W-phenyl-4-m-folylene-diamine  (C.  A.  nomen 
Phenyl-p-amino-benzyl-o-toluidine  (CH3  =  1) 
3-Benzylimino-4-methyl-diphenylamine 


NH 


=  C20H2oN2  —  288 


FORMATION. — -1-Tn-Tolylene-diamine  hydrochloride  is  melted  with  ani- 
line at  220-270°,  forming  AP-phenyl-l-m-tolylene-diamine.  This 
latter  body  upon  being  warmed  with  benzyl  chloride  with  or  with- 
out a  diluent  such  as  alcohol  forms  the  benzyl-derivative  desired 

LITERATURE. — Lange,  Zwischenprodukte,  #1621,  1622,  1734 

Dyes  Derived  from  W'-Benzyl-A^-phenyM-m-tolylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

AZINE  DYES 

684 

Rhoduline  Violet 

I  '14:—    2,751 
I  '20:—         35 

Nitroso-dimethyl- 
aniline 

B 

684 

Rhoduline  Red  B 

Nitroso-ethyl-aniline 

B 

684 

Rhoduline  Red  G 

Nitroso-ethyl-o- 
toluidirie 

B 

Beta=j3 

Note. — This  is  not  considered  in  the  alphabetical  arrangement,  e.g. 
beta-Naphthol  is  indexed  as  (3-Naphthol  under  "N".  However  /3- 
Naphthol  is  placed  after  a-Naphthol 

Beta  Acid 

See,  Anthraquinone-2-sulfonic  Acid 

Beta-Naphthol 

See,  /3-Naphthol  under  N 


DYES  CLASSIFIED  BY  INTERMEDIATES 


149 


Bi-compounds 

See,  Di-compounds,  e.g.,  for  binitro-benzol  (or  -benzene),  see 
dinitro-benzene 

/>:/>'-Bis(diethylamino)-&enzohydrol  (C.  A.  nomen.) 
See,  p :  p'-Tetraethyl-diamino-benzohydrol 

^:/>'-Bis(diethylamino)-&enzophencne  (C.  A.  nomen.) 
See,  p :  p'-Tetraethyl-diamino-benzophenone 

/>:/>'-Bis(dimethylamino)-&enzohydrol  (C.  A.  nomen.) 
See,  Hydrol 

/>:/>'-Bis(dimethylamino)-&enzophenone  (C.  A.  nomen.) 
See,  Ketone 

3:5-Bis[/5-(5-hydroxy-7-sulfo-2-naphthyl)-carbamido]-/>-^oluene- 
sulfonic  Acid  (C.  A.  nomen.) 

See,  Sulf  o-w-tolylene-diamine-bis  (carbonyl-amino-naphthol- 
sulfonic  Acid) 

Broenner's  Acid 

See,  page  152 

1  -Bromo-anthr  aqulnone 
Br 

CO^/ 

FORMATION. — From  potassium  salt  of  anthraquinone-1-sulfonic  acid, 

by  treatment  with  bromine  and  acid 
LITERATURE. — Lange,  Zwischenprodukte,  #3083 

Dye  Derived  from  l-Bromo-£  nthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

873 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Helindone 
Brown  AN 

I  '14:—    2,831 
I  '20:—  16,290 

1-Bromo-  anthraquinone 
(2  mols) 
1  :  4-Diamino-anthra- 

V 

qumone 

150 


DYES  CLASSIFIED  BY  INTERMEDIATES 


6-Bromo-2-hydroxyl-3-methy--fhionaphthene  (C.  A.  and  English 
numbering) 

6-Bromo-3-hydroxyl-4-methyl-(l)-thionaphthene   (German   num- 
bering) 


Br 


\ 

CH 


C9H7BrOS  = 


CH3 


FORMATION. — 4-Bromo-6-nitro-2-methyl-benzoic  acid  is  reduced  with 
NaA;  the  ammo-compound  diazotized,  and  then  treated  with 
potassium  xanthogenate  (potassium  ethyl  xanthate).  The  xantho- 
genate  compound  upon  being  treated  with  chloro-acetic  acid  forms 
bromo-methyl-phenyl-thioglycol-o-carboxylic  acid 

Br/\S.CH2.COOH 

X/COOH 
CH3 

This  compound  upon  being  fused  with  caustic  alkali,  forms  the 
carboxylic  acid  of  5-bromo-2-hydroxy-3-methyl-thionaphthene. 
The  carboxylic  acid  decomposes,  evolving  C02,  when  its  solution 
is  acidified  and  warmed 

LITERATURE. — Lange,  Zwischenprodukte,  #2169 

Georgievics  and  Grandmougin,  Dye  Chemistry,  433,  437 
Cf.  Cain,  Intermediate  Products  (2d  Ed.),  158,  159 


Dye  Derived  from  5-Bromo-2-hydroxyl-3-methyl-thiDnaphthene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYE 

910 

Helindone  Pink  BN 

I  '14:—  41,699 

5-Bromo-2-hydroxyl-3- 

V 

I  '20:—  17,162 

methyl-thionaphthene 

(2  mols) 

[Oxidation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 
I-Bromo-4-methylamino-anthraquinone 

C( 


151 


NH  .  CH3 

FORMATION.  —  From    1-methylamino-anthraquinone    by    treating     its 

pyridine  solution  with  bromine  and  warming  on  the  water  bath 
LITERATURE.  —  Lange,  Zwischenprodukte,  #3190 

Dye  Derived  from  l-Bromo-4-methylamino-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

856 

Alizarin  Astrol  B 

I  '14:—  10,907 

p-Toluidine 

ACr 

I  '20:—  15,518 

[Sulfonation] 

[?  Classification] 

2-Bromo-l-methylammo-anthraquinone 
m      NH.CHa 


> 


Br 


FORMATION. — From   l-amino-2-bromo-anthraquinone  by  methylation 

with  dimethyl-sulfate 
LITERATURE. — Lange,  Zwischenprodukte,  #3191 

Dye  Derived  from  2-Bromo-l-methylammo-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

839 

Algol  Blue  K 

I  '14:—  150 

2-Bromo-l-methyl- 

V 

I  '20:—  218 

amino-anthraqui- 

none  (2  mols) 

152 


DYES  CLASSIFIED  BY  INTERMEDIATES 


4-Bromo-W-methyl-anthrapyridone 

6-Bromo-3-methyl-3:  7-pm'-naphthoquinoline-2(3) :  7-dione  (C.A, 
nomen.) 

/co\ 

HC         N .  CH3 


H 

J  V\ 

I       =C17H, 


)BrN02  = 


co/Y 


FORMATION. — (1)  From  1-methylamino-anthraquinone,  by  acetylation 
of  amino  group,  and  condensation  to  the  JV-methyl-anthra- 
pyridone.  Bromination  of  this  latter  compound  in  the  4  position 
results  in  4-bromo-A^-methyl-anthrapyridone.  (2)  From  4-bromo- 
1-methylamino-anthraquinone  by  acetylation  and  closing  the  ring 
LITERATURE. — Lange,  Zwischenprodukte,  #3609 

Georgievics  and  Grandmougin,  Dye  Chemistry,  464-465 
Ullmann,  Enzy.  tech.  Chemie,  1,  192 

Dye  Derived  from  4-Bromo-W-methyl-anthrapyridone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

825 

Algol  Red  B 

I  '14:—    2,399 

2-Amino-anthraq  ui- 

V 

I  '20:—    4,151 

none 

6-Bromo-3-methyl-3 :  7-/>eri-naphthoquinoline-2(3) :  7-dione  (C.  A1 

nomen.) 

See,  4-Bromo-Af-methyl-anthrapyridone 

Broenner's  Acid 

2-Naphthylamine-6-sulfonic  Acid 
6-Amino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
Naphthylamine-sulfonic  Acid  Br. 
j8-Naphthylamine-/3-sulfonic  Acid 
Amino-Schaeffer's  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 


153 


H03S 


STATISTICS. — Imported          '14: — 2,316  Ibs. 
Manufactured  '18: —    ? 
Manufactured  '19:—    ? 

Manufactured  '20: —     ? 

• 

FORMATION. — By  heating  the  sodium  salt  of  Schaeffer's  Acid  with  con- 
centrated ammonia  in  an  autoclave  at  180° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  206 
Lange,  Zwischenprodukte,  #2371-2376 
Thorpe,  Die.  Chemistry,  3,  601 

Dyes  Derived  from  Broenner's  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

172 

MONOAZO  DYES 
Fast  Brown  3B 

I  '14:—     1,477 

a-Naphthol 

A 

174 

Double  Brilliant 
Scarlet  G 

I  '14:—  210,429 
M'17:—      ? 
M'20:—      ? 

/3-Naphthol 

A 

176 

Double  Scarlet 
Extra  S 
Scarlet  2R 

I  '14:—  10,182 
M'17:—      ? 
I  '20:—    1,653 

Nevile-Winther's  Acid 

A 

177 
230 

Chrome  Yellow  D 
Mordant  Yellow  0 

DISAZO  DYES 
Cloth  Red  3G,  3GA 

I  '14:—  129,651 
M'17.—      ? 
M'18:—  32,011 
M'19:—      ? 
I  '20:—     1,389 
M'20:—      ? 

I  '14:—        251 

Salicylic  Acid 
or 
o-Cresotic  Acid 

o-Amino-azo-toluene 

M 
M 

302 

Hessian  Brilliant 
Purple 

Diamino-stilbene- 
disulfonic  Acid 
Broenner's  Acid 
(2  mols) 

D 

154  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Broenner's  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

316 

DISAZO  DYES 
(continued) 
Brilliant  Congo  G 

Benzidine 
Amino-R  Acid      f 

D 

357 

Dianol  Red  B 

Dichloro-benzidine 
Broenner's  Acid 
(2  mols) 

D 

365 

Benzo  Purpurin  B 

I  '14:—  21,090 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 

Tolidine 
Broenner's  Acid 
(2  mols) 

D 

366 

Diamine  Red  B 
Delta  Purpurin  5B 

I  '14:—  21,058 
M'17:—      ? 
M'18:—      ? 
I  '20:—    1,896 

Tolidine 
2-Naphthylamine-7- 
sulfonic  Acid 

D 

368 

Brilliant  Purpurin 
4B 

I  '14:—    6,634 

Tolidine 
Naphthionic  Acid 

D 

370 

Brilliant  Congo  R 

I  '14:—  19,133 
I  '20:—  11,129 

Tolidine 
Amino-R  Acid 

D 

CAcid 

1 :  5-Dihydroxy-naphthalene-2-sulfonic  Acid 
2-Naphthol-4:  8-disulfonic  Acid 
2-Naphthylamine-4 : 8-disulfonic  Acid 
(These  intermediates  not  considered  herein) 

Carbazole 

Dibenzo-pyrrole 
Diphenylene-imide 
H 


DYES  CLASSIFIED  BY  INTERMEDIATES 


155 


STATISTICS. — Imported          '14: — very  small 
Manufactured  '  18 :—    ? 
Manufactured  '19:—     ? 
Manufactured  '20:—    ? 

FORMATION. — By  extraction  from  coal-tar  or  crude  anthracene 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  3,  274 
Lange,  Zwischenprodukte,  page  308 

Dyes  Derived  from  Carbazole 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

748 

SULFUR  DYE 
Hydron  Blue 

I  '14:—  296,723 
I  '20:—  19,210 
M'20:—      ? 

p-Nitroso-phenol 
[S+NaaS] 

V 

Carbolic  Acid 

See,  Phenol 

Carbonyl  Chloride 

See,  Phosgene 

2-Carboxy-5-chloro-phenyl-thioglycolic  Acid 

See,  5-Chloro-phenyl-thioglycol-o-carboxylic  Acid 

^-(Carboxy-methyl)-anthranilic  Acid  (C.  A.  nomen.) 
See,  Phenyl-glycine-o-carboxylic  Acid 

2-(Carboxy-methyl-mercapto)-4-chloro-benzoic  Acid  (C.  A.  nomen.) 
See,  5-Chloro-phenyl-thioglycol-o-carboxylic  Acid 

Cassella's  Acid 

See,  2-Naphthol-7-sulfonic  Acid 

Cassella's  Acid  F 

See,  2-Naphthylamine-7-sulfonic  Acid 


156 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Chi  Acid 

See,  Anthraquinone-1 :  8-disulfonic  Acid 

Chicago  Acid 

See,  l-Amino-8-naphthol-2 :  4-disulf onic  Acid 

3-Chloro-aniline-2-sulfonic  Acid 

See,  2-Amino-6-chloro-benzene-sulfonic  Acid 

5-Chloro-o-anisidine  (NH*  =  1 ) 
NH2 

tOCHa        ___  C7H8C1NO  -_  157>5 

FORMATION. — 1 :  4-Dichloro-3-nitro-benzene  is  boiled  with  caustic  potash 
and  methyl  alcohol  and  the  resulting  chloro-nitro-anisol  is  reduced 
with  iron  and  acetic  acid 

LITERATURE.— J.  Soc.  Chem.  Ind.  21,  610  (1902) 
U.  S.  Pat.  695,812 
Laaige,  Zwischenprodukte,  #1034 

Dye  Derived  from  5-Chloro-o-anisidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
A  ppli- 
cation 
Class 

MONOAZO  DYE 

97 

Chloranisidine 

/3-Naphthol 

MF 

Scarlet 

I-Chloro-anthraquinone  (C.  A.  nomen.) 
a-Chloro-anthraquinone 

CO      0, 


=  242.5 


FORMATION. — From  potassium  anthraquinone-1-sulfonate  by  treatment 
at  100°-with  chlorine  and  dilute  hydrochloric  acid 

LITERATURE.— Lange,  Zwischenprodukte,  #3081,  3083,  3086 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dye  Derived  from  1-Chloro-anthraquinone 


157 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

834 

Algol  Gray  B 

I  '14:—    4,192 

1  -  Amino-anthr  aquinone 

V 

I  '20:—       890 

[Nitration,  Reduction] 

2-Chloro-anthraquinone  (C.  A.  nomen.) 
/3-Chloro-anthraquinone 

aCOv  xv 

\X  \pi 
I  =C14H7C102:=  242.5 


FORMATION. — (1)  From  sodium  anthraquinone-2-sulfonate  in  aqueous 
solution,  by  adding  hydrochloric  acid,  and  by  passing  in  chlorine 
until  all  the  2-chloro-anthraquinone  is  precipitated  out.  (2)  From 
phthalic  anhydride  and  chloro-benzcne  by  first  condensing  in  pres- 
ence of  A1C13  to  chloro-benzoyl-benzoic  acid,  and  then  by  warming 
with  sulfuric  acid  to  2-chloro-anthraquinone 

LITERATURE. — Lange,  Zwischenprodukte,  3082,  3083 
Ullmann,  Enzy.  tech.  Chemie,  1,  472 

Dyes  Derived  from  2-Chloro-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

V 

824 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Algol  Orange  R 

I  '14:—     51 
I  '20:—   406 

1-Amino-anthraquinone 

828 

Indanthrene 
Bordeaux  B 

I  '20:—  2,741 

2-Chloro-anthraquinone 
(2  mols) 
1  :  5-Diamino-anthra- 

V 

quinone 

870 

Algol  Corinth  R 

1*29:—    134 

1-Amino-anthraquinone 
[Nitration,  Reduction] 
Benzoyl  chloride 

V 

158  DYES  CLASSIFIED  BY  INTERMEDIATES 

l-Chloro-anthraquinone-2-carboxylic  Acid 

/~\i 

,cox 


COOH 


— 286.5 


FORMATION. — 2-Methyl-l-nitro-anthraquinone  is  treated  with  chlorine 
in  nitre-benzene  solution,  whereby  the  nitro  group  is  substituted 
by  chlorine  and  the  methyl  group  oxidized,  thus  forming  1-chloro- 
anthraquinone-2-carboxylic  acid 

LITERATURE. — Lange,  Zwischenprodukte,  #3171 

Ullmann,  Enzy  tech.  Chemie,  1,  484 

Dye  Derived  from  l-Chloro-anthraquinone-2-carboxylic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

831 

Indanthrene 

I  '14:—  6,056 

/3-Naphthylamiue 

V 

RedBN 

I  '20:—  4,766 

o-Chloro-  frenzaldehyde 

HCO 

:1        rzzC7H6C10— 140.5 


STATISTICS. — Manufactured  '20: —    ? 

FORMATION. — From  o-chloro-benzyl  alcohol  by  oxidation  with  nitric 
acid  in  a  sulphuric  acid  solution  at  about  40°  C, 

LITERATURE.— J.  Soc.  Chem.  Ind.  18,  576  (1899) 

Lange,  Zwischenprodukte,  #179-184 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  o-Chloro-benzaldehyde 


159 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

496 

TRIPHENYL- 
METHANE-DYES 
Setoglaucine 

I  '20:—    1,102 

Dimethyl-aniline 
(2  mols) 
[Oxidation] 

B 

500 

Setocyanine  O 

I  '14:—       923 
I  '20:—    1,102 

Ethyl-o-toluidine 
(2  mols) 
[Oxidation] 

B 

503 

Night  Green  A 
Neptune  Green 
Brilliant  Milling 
Green  B 

I  '14:—  40,868 
M'19:—      ? 
I  '20:—  10,940 
M'20:—      ? 

Ethyl-sulfobenzyl-ani- 
line  (2  mols) 
[Oxidation] 

A 

551 

Eriochrome 
Azurol  B 

I  '14:—  21,060 
I  '20:—    7,275 

o-Cresotic  acid  (2  mols) 
[Oxidation] 

ACr 

2-Chloro-benzaldehyde-6-sulfonic  Acid 
3-Chloro-2-formyl-6enzene-sulfonic  Acid  (C.  A.  nomen.) 

HCO 
xiwsOi        1^1  o  TT  oi  fi  Q oon  PI 

—  v^/7JtJ-5^>'-'-Vy4*^ ^£j\Jt<tJ 

V 

FORMATION. — (1)  1 :  3-Dichloro-2-benzaldehyde  is  treated  with  one  mol 
of  sodium  sulfite  under  pressure.  (2)  3-Chloro-2-toluene-l-sulfonic 
acid  is  oxidized  with  manganese  dioxide  and  sulfuric  acid 

LITERATURE. — Lange,  Zwlschenprodukte,  #710 

Dye  Derived  from  2-Chloro-benzaldehyde-6-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL- 

METHANE   DYE 

554 

Chrome  Azurol  S 

I  '14:—    2,469 

o-Cresotic  Acid  (2  mols) 

ACr 

I  '20:—       551 

[Oxidation] 

160  DYES  CLASSIFIED  BY  INTERMEDIATES 

?-Chloro-7-meso-benzanthren-7-one  (C.  A.  nomen.) 
See,  Chloro-benzanthrone 

Chloro-benzanthrone 

?-Chloro-7-raeso-&enzanthren-7-one  (C.  A.  nomen.) 


Cl 


264.5 


STATISTICS. — Manufactured  '19: —    ? 

FORMATION. — From  benzanthrone  in  acetic  acid  solution  by  treatment 
with  chlorine 

LITERATURE.— Addition  #6719  to  French  Patent  349,531  of  Oct.  1,1906 
Dyes  Derived  from  Chloro-benzanthrone 


Schultz 
Number 
for  Dye 

Ordinary  Name,  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHKAQUINONE  AND 

ALLIED  DYES 

766 

Indanthrene 

I  '14:—    1,590 

Chloro-benzanthrone 

V 

Violet  R 

M'19:—      ? 

(2  mols) 

I  '20:—       941 

767 

Indanthrene 

I  '14:—  68,419 

Chloro-benzanthrone 

V 

Violet  2R 

I  '20:—  40,782 

(2  mols) 

M'20:—      ? 

[Dichlorination] 

[or  Indanthrene  Violet 

R,  chlorinated] 

768 

Indanthrene 

I'20:—  84,165(?) 

Chloro-benzanthrone 

V 

Violet  B 

(2  mols) 

[Dibromination] 

[or  Indanthrene  Violet 

R,  brommatedl 

DYES  CLASSIFIED  BY  INTERMEDIATES  161 

Chloro- benzene  (C.  A.  nomen.) 
Monochlor-benzene 

Cl 

1=  112.5 


STATISTICS.— Manufactured  1917:— 24,624,099  Ibs. 
Manufactured  1918:— 20,530,639  Ibs. 
Manufactured  1919:—  4,116,666  Ibs. 
Manufactured  1920:—  4,829,142  Ibs. 

FORMATION. — By  passing  chlorine  through  benzene  in  the  presence  of 
a  catalyst  (iron)  and  at  a  relatively  low  temperature 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  6-11 
Lange,  Zwischenprodukte,  #2 

Uses. — For  technical  preparation  of  o-  and  p-chloro-nitro-benzene, 
chloro-dinitro-benzene,  o-amino-phenol-p-sulfonic  acid  and  many 
other  intermediates 


l-Chloro-2:4-dinitro-&enzene  (C.  A.  nomen.) 
2: 4-Dinitro-chloro-benzene 

Cl 

/\N02 

|      J  r=C6H3ClN204  =  202.5 

N02 

STATISTICS.— Manufactured  1917:— 6,078,637  Ibs. 
Manufactured  1918:—         ? 
Manufactured  1919:— 4,428,730  Ibs. 
Manufactured  1920:— 5,947,791  Ibs. 

FORMATION. — From  chloro-benzene  by  dinitration  with  mixed  nitric 
and  sulphuric  acids 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  14 
Lange,  Zwischenprodukte,  #723 


162  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  l-Chloro-2 : 4-dinitro-benzene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

724 

SULFUR  DYES 
Immedial  Black 

I  '14:—  54,696 
M'18:—      ? 

p-  Ammo-phenol 
[S+NasS] 

S 

725 

Immedial  Dark 
Brown  A 
Immedial  Brown  B 

I  '14:—  23,887 
M'18:—      ? 

p-Amino-phenol 
[NaOH;  S+Na^S] 

S 

726 

Pyrogene  Direct 
Blue 
Pyrogene  Blue 

I  '14:—  10,934 
I  '20:—    2,498 

p-Amino-phenol 
[Alcohol;  SH-Na^S] 

S 

727 

Auronal  Black  B 

p-Phenylene-diamine 
[Glycerol;  S+Na-jS] 

S 

738 

Cotton  Black 

Sulfanilic  or  Metanilic 
acid 
[S+Na^S] 

S 

l-Chloro-2: 6-dinitro-benzene-4-sulfonic  Acid 

See,  4-Chloro-3 :  5-dinitro-benzene-sulf  onic  Acid 

4-Chloro-3 : 5-dinitro-6enzene-sulfonic  Acid  (C.  A.  nomen.) 
I-Chloro-2:  6-dinitro-benzene-4-sulfonic  Acid 


SO3H 


FORMATION. — 34  Parts  of  chloro-benzene  are  dissolved  in  a  mixture  of 
72  parts  of  monohydrate  and  30  parts  of  25%  oleum,  by  aid  of  heat. 
When  cold,  there  is  added  26  parts  of  87%  nitric  acid  which  causes 
•  the  temperature  to  rise  to  40°  where  it  is  held  for  2  hours.  Then 
a  further  addition  of  oleum  is  made, — 100  parts  of  60%  followed  by 
40  parts  of  potassium  nitrate,  and  the  mixture  heated  for  several 
hours  at  120-130°. 

LITERATURE. — Lange,  Zwischenprodukte,  #1037 


DYES  CLASSIFIED  BY  INTERMEDIATES  163 

Dye  Derived  from  4-Chloro-3:  5-dinitro-benzene-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dy* 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

542 

Agalma  Green  B 

I  '14:—    2,294 

Hydrol 

A 

Metanilic  acid 

[Oxidation] 

3-Chloro-2-formyl-&enzene-sulfonic  Acid  (C.  A.  nomen.) 
See,  2-Chloro-benzaldehyde-6-sulfonic  Acid 

Chloro-H  Acid 

See,  l-Chloro-8-naphthol-3 :  6-disulfonic  Acid 

(4-Chloro-6-methoxy-3-methyl-phenyl-mercapto) -acetic  Acid  (C. 

A.  nomen.) 

See,  4-Chloro-6-methoxy-3-methyl-phenyl-thioglycolic  Acid 

4-Chloro-6-methoxy-3-methyl-phenyl-thioglycolic  Acid 

(4-Chloro-6-methoxy-3-methyl-phenyl-mercapto) -acetic  Acid 
(C.  A.  nomen.) 

S.CH2.COOH 


CH3 


=  246.5 


FORMATION. — 4-Chloro-6-methoxy-w-toluidine  (NH2  =  1)  is  dissolved 
in  hydrochloric  acid  and  diazotized.  The  diazo  solution,  warmed 
to  70°,  is  introduced  into  an  alkaline  solution  of  potassium  xan- 
thate  (C2H5O.CS.SK),  the  condensation  product  extracted  and 
saponified  to  the  mercaptan.  The  mercaptan  is  reacted  with 
chloro-acetic  acid,  forming  the  above  thiogly colic  acid 

LITERATURE.— Ger.  Pat.  245,544;  241,910 
Frdl.  10,  507,  502 

Lange,  Zwischenprodukte,  #1043,  688 
Cf.  Georgievics  and  Grandmougin,  Dye  Chemistry,  436-7 


164 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dye  Derived  from  4-Chloro-6-methoxy-3-methyl-phenyl-thioglycolic 

Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

INDIGO  GROUP 

DYE 

920 

Helindone 

I  '14:—  28,607 

4-Chloro-6-methoxy-3- 

V 

Violet  BB 

I  '20:—  16,882 

methyl-phenyl-thio 

glycolic  acid  (2  mols) 

[Chloro-sulfonic  acid] 

1- Chloro-8-naphthol-3 :  6-disulf onic  Acid 
8-Chloro-l-naphthol-3 :  6-disulf  onic  Acid  (C.  A.  nomen.) 
Chloro-H  Acid 


HO     Cl 


=:  338.5 


H03S 


STATISTICS. — Manufactured  '18: —  ? 
Manufactured  '  19 :—  ? 
Manufactured  '20:—  ? 

FORMATION. — H  acid  is  diazotized;  and  the  yellow  diazo  body  is 
filtered  off,  mixed  with  10  per  cent  hydrochloric  acid,  cooled  to 
10°,  and  a  solution  of  cuprous  chloride  added.  This  product  is 
now  heated  to  complete  the  reaction,  purified,  and  the  chloro-body 
isolated.  (Sandmeyer  Reaction) 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  238 
Lange,  Zwischenprodukte,  #2451,  2671 
Thorpe,  Die.  Chemistry,  3,  628 


DYES  CLASSIFIED  BY  INTERMEDIATES 


165 


Dyes  Derived  from  l-Chloro-8-naphthol-3 : 6-disulfonic  Acid| 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

119 

Diamine  Rose 

I  '14:—    5,269 

Dehydrothio-p- 

D 

M'18:—      ? 

toluidine 

M'19:—      ? 

M'20:—      ? 

DISAZO  DYE 

418 

Diamine  Brilliant 

I  '14:—  11,592 

Dianisidine 

D 

BlueG 

I  '20:—         51 

l-Chloro-8-naphthol- 

3  :  6-disulfonic    Acid 

(2  mols) 

8-Chloro-l-naphthol-3:  6-disulfonic  Acid  (C.  A.  nomen.) 
See,  l-Chloro-8-naphthol-3:  6-disulfonic  Acid 


l-Chloro-8-naphthol-4-sulfonic  Acid 
8-Chloro-l-naphthol-5-sulfonic  Acid  (C.  A.  nomen.) 


HO     Cl 


4S  =  258.5 


S03H 


FORMATION. — l-Chloro-naphthalene-4-sulfonic  acid  is  nitrated  and 
reduced,  forming  l-chloro-8-naphthylamine-4-sulfonic  acid;  which 
is  diazotized  and  added  slowly  to  a  boiling  hot  solution  of  10  per 
cent  sulfuric  acid  and  the  boiling  continued  until  the  nitrogen 
evolution  ceases 

LITERATURE.— Eng.  Pat.,  12085  of  1898 

Cf.  Lange,  Zwischenprodukte,  #2451 


166  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  l-Chloro-8-naphthol-4-sulfonic  acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYE 

417 

Chlorazol  Blue  R 

I  '14:—  10,151 

Dianisidine 

D 

l-Chloro-8-naphthol-5- 

sulfonic  Acid  (2  mols) 

l-Chloro-8-naphthol-5-sulfonic  Acid 
8-Chloro-l-naphthol-4-sulfonic  Acid  (C.  A.  nomen.) 


HO     Cl 


=:  258.5 


H03S 


FORMATION. — l-Chloro-naphthalene-5-sulfonic  acid  is  nitrated  and 
reduced,  forming  l-chloro-8-naphthylamine-5-sulfonic  acid;  which 
is  diazotized  and  added  slowly  to  a  boiling  hot  solution  of  10  per 
cent  sulfuric  acid,  and  the  boiling  continued  until  the  evolution  of 
nitrogen  ceases. 

LITERATURE.— Eng.  Pat.,  12085  of  1898 

Cf.  Lange,  Zwischenprodukte,  #2451 

Dye  Derived  from  l-Chloro-8-naphthol-5-sulfonic  acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

417 

Chlorazol  Blue  3G 

I  '14:—  10,151 

Dianisidine 

D 

l-Chloro-8-naphthol-5- 

sulf  onic  Acid  (2  mols) 

8-Chloro-l-naphthol-4-sulfonic  Acid  (C.  A.  nomen.) 
See,  l-Chloro-8-naphthol-5-sulfonic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES  167 

8-Chloro-l-naphthol-5-sulfonic  Acid  (C.  A.  nomen.) 
See,  l-Chloro-8-naphthol-4-sulfonic  Acid 

l-Chloro-3-nitro-6-aniline 

See,  2-Chloro-4-nitro-aniline  (C.  A.  nomen.) 

2-Chloro-4-nitro-aniline  (C.  A.  nomen.) 

o-Chloro-p-nitro-aniline 

l-Chloro-3-nitro-6-aniline 


==  172.5 


FORMATION. — p-Nitro-aniline  is  dissolved  in  concentrated  hydrochloric 
acid  or  in  sulfuric  acid,  ice  added  to  cool  under  0°,  and  chlorine  is 
conducted  into  the  solution  under  0°,  until  the  proper  increase  in 
weight  has  taken  place 

LITERATURE.— Lange,  Zwischenprodukte,  #724 


Dyes  Derived  from  2-Chloro-4-nitro-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

467 

FRISAZO  DYES 
Diphenyl  Green  G 

I  '20:—    2,205 

Benzidine 
Phenol 
HAcid 

D 

468 

Diphenyl  Green  3G 

Benzidine 
Salicylic  Acid 
HAcid 

D 

o-Chloro-^-nitro-aniline 

See,  2-Chloro-4-mtro-aniline  (C.  A.  nomen.) 


168 


DYES  CLASSIFIED  BY  INTERMEDIATES 


2-Chloro-5-nitro-benzaldehyde 
HCO 

iCl  /-<   i 


=  185.5 


FORMATION. — o-Chloro-benzaldehyde  is  dissolved  in  sulfuric  acid,  and 

nitrated  cold  with  mixed  acid 
LITERATURE. — Beil.,  Ill,  16 

Dye  Derived  from  2-Chloro-5-nitro-benzaldehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TREPHENYL- 

METHANE   DYE 

552 

Chromal  Blue  G 

I  '14:—    1,335 

o-Cresotic  Acid  (2  mols) 

M 

i 

[Oxidation] 

2-Chloro-6-nitro-&enzaldehyde  (C.  A.  nomen.) 

o-Chloro-o-nitro-benzaldehyde 
HCO 


C1        _  C7H4C1N03  =  185.5 


FORMATION.  —  This  can  be  prepared  from  2-chloro-6-nitro-benzyl  bromide 
by  action  of  strong  nitric  acid,  or  from  2-chloro-6-nitro-benzyl 
alcohol  by  oxidation 

LITERATURE.  —  Lange,  Zwischenprodukte,  #699 
Beil.  Ill,,  spl.  11 

Dye  Derived  from  2-Chloro-6-nitro-benzaldehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP 

DYES 

887 

Brilliant  Indigo 

I  '20:—    1,207 

2-Chloro-6-nitro-ben- 

V 

BASF/4G 

zaldehyde  (2  mols) 

[Acetone;  Bromination] 

DYES  CLASSIFIED  BY  INTERMEDIATES  169 

o-Chloro-o-nitro-benzaldehyde 

See,  2-Chloro-6-nitro-&enzaldehyde  (C.  A.  nomen.) 

o-  and  ^-Chloro-nitro-benzenes  (C.  A.  nomen.) 
o-  and  p-Nitro-chloro-benzenes 

N02  N02 

)C1    and    \       I        =  C6H4C1N02==  157.5 
Cl 

STATISTICS. —  Mixed  orth.  para 

Manufactured  1917:—   602,192  Ibs. 
Manufactured  1918:—  ? 

Manufactured  1919:— 2,520,991  Ibs. 
Manufactured  1920:—  349,386  Ibs.     959,405  Ibs. 

FORMATION. — Chloro-benzene,  upon  being  nitrated,  gives  a  mixture  o 
about  30  per  cent  of  o-chloro-nitro-benzene  and  about  70  per  cent 
of  p-chloro-nitro-benzene.  The  separation  is  carried  out  by 
alternate  crystallization  (of  the  p-compound)  and  fractional 
distillation 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  11-13 
Lange,  Zwischenprodukte,  #193,  194 

USES. — o-Chloro-nitro-benzene  is  employed  for  preparation  of  o-nitro- 
anisole,  which  in  turn  leads  to  o-anisidine  and  dianisidine.  It  is 
also  used  for  4-chloro-3-nitro-benzene-sulfonic  acid 

p-Chloro-nitro-benzene  is  employed  for  preparation  of  sub- 
stituted diphenylamines  (Sulfur  Dyes),  and  for  2-chloro-5-nitro- 
benzene-sulfonic  acid 

2-Chloro-5-nitro-&enzene-sulfonic  Acid  * 

S03H 

l 

=  C6H4C1N05S  =  237.5 

STATISTICS. — Manufactured  1920: —      ? 

FORMATION. — By  sulfonation  of  p-chloro-nitro-benzene  with  10-12  per 
cent  oleum 


170 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITEKATURE.  —  'Cain,  Intermediate  Products  (2d  Ed.),  14 
USES.  —  For    preparation    of    4-nitro-aniline-2-sulfonic    acid    (p-nitro- 
aniline-o-sulfonic  acid) 

4-Chloro-3-nitro-&enzene-sulfonic  Acid 
S03H 

=  C6H4C1N05S  =  237.5 


FORMATION.  —  By  sulfonation  of  o-chloro-nitro-benzene  with  5  parts  of 

30  per  cent  oleum 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  13 
USES.  —  For  preparation  of  aniline-2  :  5-disulf  onic  acid 

(4-Chloro-2-nitro-phenyl-mercapto)  -acetic  Acid  (C.  A.  nomen.) 
See  4-Chloro-2-nitro-phenyl-thioglycolic  Acid 

4-Chloro-2-nitro-phenyl-thioglycolic  Acid 

(4-Chloro-2-nitro-phenyl-mercapto)-acetic  Acid  (C.  A.  nomen.) 
S  .  CH2  .  COOH 

]NO2       __  C8H6C1N04S  =  247.5 


FORMATION. — (1)  4-Chloro-2-nitro-phenyl-mercaptan  is  reacted  with 
chloro-acetic  acid  in  an  alkaline  solution.  (2)  Probably  also  by  re- 
acting the  nitro-derivative  of  p-dichloro-benzene  (1 :  4-dichloro-3- 
nitro-benzene)  with  thioglycolic  acid 

LITERATURE. — Cf.  Lange,  Zwischenprodukte,  #2171,  611,  1041,  674 
Dye  Derived  from  4-Chloro-2-nitro-phenyl-thioglycolic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

921 

Helindone  Gray  BR, 

I  '14:—  470 

4-Chloro-2-nitro-phenyl- 

V 

2B 

I  '20:—  508 

thioglycolic    acid   (2 

mols) 

[Chloro-sulfonic      acid; 

Reduction] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


171 


a-Chloro-/>-nitro- toluene  (C.  A.  nomen.) 
See,  p-Nitro-benzyl  Chloride 

(m-Chloro-phenyl-mercapto) -acetic  Acid  (C.  A.  nomen.) 
See,  m-Chloro-phenyl-thioglycolic  Acid 

m-Chloro-phenyl-thioglycolic  Acid 

(m-Chloro-phenyl-mercapto)-acetic  Acid  (C.  A.  nomen.) 

S.CH2.COOH 

—  C8H7C102S=:  202.5 

FORMATION. — m-Chloro-aniline  is  diazotized,  coupled  with  potassium 
xanthate  (C2H50  .  CS  .  SK),  hydrolyzed  to  the  mercapto-derivative, 
and  condensed  with  chloro-acetic  acid 

LITERATURE. — Cf.  Lange,  Zwischenprodukte,  #688 

Dye  Derived  from  m-Chloro-phenyl-thioglycolic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

917 

Helindone  Red  B 

I  '14:—  100 

m-Chloro-phenyl-thio- 

V 

I  '20:—  200 

glycolic  Acid  (2  mols) 

[Oleum  Condensation] 

5-Chloro-phenyl-thioglycol-o-carboxylic  Acid 

2-Carboxy-5-chloro-phenyl-thioglycolic  Acid 
2-(Carboxy-methyl-mercapto)-4-chloro-6enzoic   Acid    (C.   A. 
nomen.) 

Clf/Ns|S.CH2.COOH 
i^COOH 

FORMATION. — 4-Chloro-anthranilic  acid  is  diazotized,  and  reacted  with 
potassium  ethyl  xanthate,  and  then  with  chloro-acetic  acid, 
resulting  in  the  formation  of  the  chloro-phenyl-thioglycol-o-carboxy 
acid 

LITERATURE. — Lange,  Zwischenprodukte,  #2170;  cf.  #518 


172 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dye  Derived  from  5-Chloro-phenyl-thioglycol-o-carboxylic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYE 

909 

Ciba  Red  B 

5-Chloro-phenyl-thio- 

V 

glycol-o-carboxylic 

acid  (2  mols) 

a-Chloro-toluene  (C.  A.  nomen.) 
See,  Benzyl  Chloride 

2-Chloro-5-toluidine-4-sulfonic  Acid  (CH3=1) 

See,  2-Amino-5-chloro-p-foluene-sulfonic  Acid  (C.  A.  nomen 


(4-Chloro-o-tolyl-mercapto) -acetic  Acid  (C.  A.  nomen.} 
See,  4-Chloro-2-tolyl-thioglycolic  Acid 

4-Chloro-2-tolyl-thioglyeolic  Acid 
(4-Chloro-o-tolyl-mercapto)-acetic  Acid  (C.  A.  nomen.) 

S.CH2COOH 

nrC9H9C102S=:  216.5 


FORMATION.  —  4-Chloro-o-toluidine  (NH2=1)  is  diazotized,  coupled 
with  potassium  xanthate  (C2H6O  .  CS  .  SK),  hydrolyzed  to  the 
mercapto-derivative,  and  condensed  with  chloro-acetic  acid 

LITERATURE.  —  Lange,  Zwischenprodukte,  #688 

Cf.  Geogievics  and  Grandmougin,  Dye  Chemistry,  437 


DYES  CLASSIFIED  BY  INTERMEDIATES 


173 


Dye  Derived  from  4-Chloro-2-tolyl-thioglycolic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYE 

918 

Helindone  Red  3B 

I  '14:—  27,874 

4-Chloro-2-tolyl-thio- 

V 

I  '20:—    4,385 

glycolic  Acid  (2  mols) 

[Oleum  Condensation] 

[There  is  some  question 

as   to   the   Cl-   and 

CH3-  positions  of  that 

chloro-tolyl-thiogly- 

colic  acid  used] 

Chromogen  I 

See,  Chromotropic  Acid 

Chromotrope  Acid 

See,  Chromotropic  Acid 

Chromotropic  Acid 

1 :  8-Dihydroxy-naphthalene-3 :  6-disulfonic  Acid 

4:  5-Dihydroxy-2 :  7-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 

Chromotrope  Acid 

Chromogen  I 


HO      OH 


H03S 


S03H 


STATISTICS. — Manufactured  '18: —      ? 

Manufactured  '  19:— 164,654  Ibs. 
Manufactured  '20:— 152,352  Ibs. 

FOKMATION.— (1)  From  l-Naphthol-3 :  6 :  8-trisulf onic  acid  by  fusion 
of  the  sodium  salt  of  this  acid  with  caustic  soda  at  170-220°. 
(2)  From  H  acid  by  heating  with  a  dilute  caustic  soda  solution 
in  an  autoclave  at  about  265° 

LITERATURE.— Cain,  Intermediate  Products  (2d  Ed.),  232 
Lange,  Zwischenprodukte,  #2775,  2670 


174  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Chromotropic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

40 

Chromotrope  2R 

I4'14:—  ^5,000 

Aniline 

A 

d                 *                        1 

M/19:—  "%? 

57 

Chromotrope  2B 

I  '14:—    7,970 
M'18:—      ? 

p-Nitro-aniline 

ACr 

M'19:—      ? 

M'20:—      ? 

61 

Victoria  Violet 

I  '14:—  52,365 
M'17:—      ? 
M'18:—      ? 
M'19:—  105,086 
I  '20:—    2,182 
M  '20:—      ? 

p-Phenylene-diamine 
actually  from 
p-Nitro-aniline  and 
Reduction 
or 
p-Amino-acetanilide 
and  Saponification 

A 

67 

Chromotrope  6B 

I  '14:—    2,818 
M'17:—      ? 

p-Amino-acetanilide 

A 

M'18:—      ? 

M'19:—  77,481 
M  '20:—      ? 

114 

Chromotrope  10B 

M'19:—      ? 

a-Napiithylamine 

A 

129 

Chromazone  Red  A 

I  '14:—       243 

p-Amino-benzaldehyde 

M 

130 

Chromazone  Blue  R 

p-Amino-benzaldehyde 
Ethyl-phenyl-hydra- 

M 

zine 

or 

p-Amino-benzylidine- 
ethyl-phenyl-hydra- 

zone 

171 

Chromotrope  8B 

M'18:—      ? 

Naphthionic  Acid 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Chromotropic  Acid  (continued) 


175 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

292 

Acid  Alizarine 

p-Phenylene-diamine 

M 

Black  I 

Salicylic  Acid 

323 

Dianil  Blue  R 

M  '20:—      ? 

Benzidine 

D 

Chromotropic  Acid 

(2  mols) 

379 

Dianil  Blue  2R 

I  '14:—  14,434 

Tolidine 

D 

Benzo  New  Blue  2B 

Nevile-Winther's  Acid 

380 

Dianil  Blue  B 

Tolidine 

D 

Chromotropic  Acid 

(2  mols) 

415 

Dianil  Blue  G 

M'19:—      ? 

Dianisidine 

D 

M'20:—      ? 

Chromotropic  Acid 

(2  mols) 

TRISAZO  DYE 

479 

Dianil  Black  R 

Benzidine 

D 

Naphthionic  Acid 

m-Phenylene-diamme 

ANTHRAQUINONE  AND 

ALLIED  DYES 

777 

Chromogen  I 

[Oxidation  on  fiber] 

ACr 

Chrysazin 

1 :  8-Dihydroxy-anthraquinone  (not  considered  herein) 

Chryseic  Acid 

4-Nitro-l-naphthol  (not  considered  herein) 

Cincholepidine 

See,  Lepidine 

Cleve's  Acid 

See,  l-Naphthol-5-sulfonic  Acid 
See,  l-Naphthylamine-6-sulfonic  Acid 
See,  l-Naphthylamine-7-sulfonic  Acid 


176  DYES  CLASSIFIED  BY  INTERMEDIATES 

Cleves  a  Acid 

See,  Laurent's  Acid  (l-Naphthylamine-5-sulfonic  Acid) 

Cleve's  p  Acid 

See,  l-Naphthylamine-6-sulfonic  Acid 

Also  applied  to  l-Nitro-naphthalene-6-sulfonic  acid 

Cleve's  7  Acid 

l-Naphthylamine-3-sulfonic  Acid  (not  considered  herein) 

Cleve's  5  Acid 

See,  l-Naphthylamine-7-sulfonic  Acid 
This  trivial  name  also  applied  to 
l-Nitro-naphthalene-7-sulfonic  Acid  (not  considered  herein) 

Cleve's  B  Acid 

See,  l-Naphthylamine-7-sulfonic  Acid 

This  trivial  name  also  applied  to 

l-Nitro-naphthalene-6-sulfonic  Acid  (not  considered  herein) 
l-Nitro-naphthalene-7-sulfonic  Acid  (not  considered  herein) 

Cleve's  Acids 

See,  l-Naphthylamine-6-and-7-sulfonic  Acids 

Cleve's  a-Nitro-naphthalene-sulfonic  Acid 

l-Nitro-napthalene-5-sulfonic  Acid  (not  considered  herein) 

Cleve's  7-Nitro-naphthalene-sulfonic  Acid 

l-Nitro-naphthalene-3-sulfonic  Acid  (not  considered  herein) 

Cleve's  5-Nitro-naphthalene-sulfonic  Acid 

l-Nitro-naphthalene-8-sulfonic  Acid  (not  considered  herein) 

Cleve's  0-Nitro-naphthalene-sulfonic  Acid 

l-Nitro-naphthalene-6-sulfonic  Acid  (not  considered  herein) 
l-Nitro-naphthalene-7-sulfonic  Acid  (not  considered  herein) 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Cresol 


177 


Note. — C.  A.  practice  is  to  start  the  numbering  of  cresols  from  the  OH 
group  unless  there  is  present  a  substituent  of  (< higher  order"  as  SO^H. 
European  practice  is  generally  to  start  numbering  with 


OH 


=  C7H9O=:108 


STATISTICS. — Imported          '14: — 245,835  Ibs. 
Manufactured  '19: —        ? 
Manufactured  '20:—        ? 

FORMATION. — Extracted  from  coal  tar 
LITERATURE. — Lange,  Zwischenprodukte,  #438-452 
Dye  Derived  from  Cresol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation ^ 
Class 

DISAZO  DYE 

311 

Orange  TA 

I  '14:—  602 

Benzidine 

D 

M'17:—      ? 

Naphthionic  Acid 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

2: 3-Cresotic  Acid  (C.  A.  nomen.) 
See,  o-Cresotic  Acid 

o-Cresotic  Acid 

o-Cresotinic  Acid 

2:  3-Cresotic  Acid  (C.  A.  nomen.) 

o-Homo-salicylic  Acid 


COOH 


r=C8H803— 152 


178 


DYES  CLASSIFIED  BY  INTERMEDIATES 


STATISTICS. — Imported          '14: — very  small 
Manufactured  '20: —        ? 

FORMATION. — By  dissolving  o-cresol  in  caustic  soda,  evaporating  to  a 
dry  powder;  then  by  treating  this  powder  with  carbon  dioxide 
under  pressure 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  153 
Lange,  Zwischenprodukte,  #775 

Dyes  Derived  from  o-Cresotic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

177 

Chrome  Yellow  D 

Broenner's  Acid 

M 

DISAZO  DYES 

351 

Cresotine  Yellow  G 

I  '14:—    1,748 

Benzidine 

D 

M'17:—      ? 

o-Cresotic  Acid  (2  mols) 

M'18:—      ? 

M'19:—      ? 

, 

M'20:—      ? 

392 

Toluylene 

I  '14:—  67,022 

Tolidine 

D 

Orange  G 

M'18:—      ? 

4:  6-Diamino-ra- 

M  '19:—      ? 

toluene-sulfonic  Acid 

I  '20:—       273 

M'20:—      ? 

395 

Cresotine  Yellow  R 

Tolidine 

D 

o-Cresotic  acid  (2  mols) 

TRIPHENYL- 

METHANE   DYES 

551 

Eriochrome 

I  '14:—  21,060 

o-  Chloro-benzaldehyde 

ACr 

Azurol  B 

I  '20:—    7,275 

[or  other  halogen] 

o-Cresotic  Acid  (2  mols) 

[Oxidation] 

552 

Chromal  Blue  G 

I  '14:—     1,335 

2-Chloro-5-nitro-ben- 

M 

zaldehyde 

o-Cresotic  Acid  (2  mols) 

[Oxidation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  o-Cresotic  Acid  (continued) 


179 


Schultz 
Number 
or  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES  (continued) 

553 

Eriochrome 

1  '14:—    2,249 

Benzaldehyde-o-sulfonic 

ACr 

Cyanine  R 

I  '20:—    2,205 

Acid 

o-Cresotic  Acid  (2  mols) 

[Oxidation] 

554 

Chrome  Azurol  S 

I  '14:—    2,469 

2-Chloro-benzaldehyde- 

ACr 

I  '20:—       551 

6-sulfonic  Acid 

o-Cresotic  Acid  (2  mols) 

[Oxidation] 

o-Cresotinic  Acid 

See,  o-Cresotic  Acid 

Croceine  Acid 

2-Naphthol-8-sulfonic  Acid  (C.  A.  nomen.) 

Bayer's  Acid 

0-Naphthol-sulfonic  Acid  B  (of  Schultz) 

0-Naphthol-a-sulfonic  Acid  (of  Bayer  &  Co.'s  Patents) 

Croceine  Sulfonic  Acid 

o-Acid  (of  Claus  and  Voltz) l 

Rumpff  Acid 

H03S 

.    /\ 
iOH 


STATISTICS.  —  Manufactured  1919:  — 
Manufactured  1920:— 


FORMATION.  —  /3-Naphthol  is  sulfonated  at  a  low  temperature,  forming 
mostly  croceine  acid,  but  accompanied  by  some  Schaeffer's  acid. 
They  are  generally  separated  by  crystallization  of  their  salts 
LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  225 
Lange,  Zwischenprodukte,  #2435-2439 
Thorpe,  Die.  Chemistry,  3,  625 

1  Glaus  and  Voltz  incorrectly  assigned  to  this  aci4  the  constitution,  2-naphthol-3- 
sulfonic  aciclr 


180  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Croceine  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

167 

Croceine  Scarlet 

I  '14:—    3,101 

Naphthionic  Acid 

A 

3BX 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

I  '20:—       650 

M'20:—      ? 

DISAZO  DYES 

249 

Croceine  Scarlet  3B 

I  '14:—    9,613 

Amino-azo-benzene- 

A 

sulfonic  Acid 

251 

Croceine  Scarlet  0 

I  '20:—       100 

Amino-azo-benzene- 

A 

disulfonic  Acid 

255 

Croceine  Scarlet  8B 

I  '14:—    2,379 

Amino-azo-toluene- 

A 

Ponceau  6  RB 

I  '20:—       154 

sulfonic  Acid 

259 

Ponceau  10  RB 

I  '14:—       201 

Sulfanilic  Acid 

A 

o-Anisidine 

313 

Congo  Rubine 

I  '14:—  46,213 

Benzidine 

D 

M'17:—      ? 

Naphthionic  Acid 

M'18:—      ? 

I  '20:—    2,601 

320 

Bordeaux 

I  '14:—    l,33f 

Bonzidine 

D 

M'18:—      ? 

Croceine  Acid  (2  mols) 

M'19:—      ? 

M  '20:—      ? 

321 

Heliotrope  2B 

I  '14:—    1,473 

Benzidine 

D 

I  '20:—         60 

l-Naphthol-4:8- 

disulfonic  Acid 

324 

Chicago  Blue  4R 

I  '14:—    1,199 

Benzidine 

D 

1  -  Amino-8-naphthol-4- 

sulfonic  Acid 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Croceine  Acid  (continued) 


181 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

384 

Chicago  Blue  2R 

I  '14:—  23,877 

Tolidine 

D 

Diamine  Blue  C2R 

l-Amino-8-naphthol-4- 

sulfoDic  Acid 

420 

Azidine  Wool 

Dianisidine 

D 

BlueB 

l-Ammo-8-naphthol-4- 

sulfonic  Acid 

Croceine-sulfonic  Acid 

See,  Croceine  Acid 

\l/  Cumidine 

See,  Pseudocumidine  (C.  A.  nomen.) 

Dahl's  Acid 

See,  2-Naphthylamine-5-sulfomc  Acid 

Dahl's  Acid  II 

See,  l-Naphthylamine-4  :6-disulf  onic  Acid 

Dahl's  Acid  III 

See,  l-Naphthylamine-4  :7-disulf  onic  Acid 

Dahl's  Acids 

l-Naphthol-4  :6-and-4  :7-disulf  onic  Acids  (not  considered  herein) 

Dehydro-thio-/>-toluidine 

IV-Amino-5-methyl-2-phenyl-thiazol 
Amino-benzenyl-0-amino-thio-cresol 
p-Amino-phenyl-toluthiazole 
l-(p-Amino-phenyl)-5-methyl-6enzothiazole  (C.  A.  nomen.) 


=Ci4H12N2S  = 


182 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — Bjy  heating  together  3J^  parts  of  p-toluidine  with  1  part 
of  sulfur,  gradually  raising  the  temperature  to  the  boiling  point,  and 
finally  fractionally  distilling  off  the  dehydro-thio-p-toluidine  in  a 
vacuum 

LITERATURE. — Cain,  Intermediates  (2d  Ed.),  77 

Lange,  Zwischenprodukte,  #2219-2223 

Dyes  Derived  from  Dehydro-thio-/>-toluidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

117 

MONOAZO  DYES 
Erica  2GN 

I  '14:—    1,171 
M'19:—      ? 
I  '20:—       337 

l-Naphthol-3:8- 
disulfonic  Acid 

D 

118 

Geranine 
Brilliant  Geranine 

I  '14:—  18,917 
M'19:—      ? 
I  '20:—       527 

l-Naphthol-4:8-disul- 
fonic  Acid  or  1-Naph- 
thol-3-sulfonic  Acid 
or    1  :  8-Dihydroxy- 
naphthalene-4-sul- 
fonic  Acid 

D 

119 

Diamine  Rose 

I  '14:—    5,269 
M'18:—      ? 
M'19:—      ? 
M'20:—      ? 

l-Chloro-8-naphthol- 
3  :  6-disulfonic  Acid 

D 

614 

THIOBENZENYL  DYES 
Chromine  G 

I  '14:—    1,001 

[Sulfur,  Methylation, 
Sulfonation] 

D 

618 

Thioflavine  T 

I  '14:—  35,224 
I  '20:—    5,807 

[Methylation] 

B 

Dehydro-thio-/>-toluidine-sulfonic  Acid 

IV-Amino-5-methyl-2-phenyl-ithiazol-sulfonic  Acid 
DTS  (abbreviation  for  above  in  compounds,  less  NH^) 
l-(4-Amino-?-sulfo-phenyl)-5-methyl-6enzothiazole  (C.  A.  nomen.) 

8 


CH- 


•»    C .  C  6H3(S03H) .  NH2        =  Ci4Hi2N203S2  =  320 


\HX 


DYES  CLASSIFIED  BY  INTERMEDIATES 


183 


STATISTICS. — Manufactured  '19: —      ? 

Manufactured  '20:— 51,961  Ibs. 

FORMATION. — By  sulfonation  of  the  "primuline  melt"  (from  p-toluidine 
and  sulfur),  and  purification  from  the  primuline-sulfonic  acid  also 
formed 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  78 
Lange,  Zwischenprodukte,  #2237 
Ullmann,  Enzy.  tech.  Chemie,  3,  677 

Dyes  Derived  from  Dehydro-thio-/>-toluidine-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

STILBENE  DYES 

16 

Curcuphenine 

Dehydro-thio-p-tolui- 

D 

dine-sulfonic    Acid 

(2  mols) 

p-Nitro-toluene-o-sul- 

fonic  Acid  (4  mols) 

17 

Chlorophenine 

Dehydro-thio-p-tolui- 

D 

dine-sulfonic    Acid 

(2  mols) 

p-Nitro-toluene-o-sul- 

fonic  Acid  (4  mols) 

[Reduction] 

18 

Diphenyl  Fast 

I  '14:—  10,229 

Dehydro-thio-p-tolui- 

D 

Yellow 

I  '20:—    1,102 

dine-sulfonic    Acid 

(2  mols) 

Dinitro-dibenzyl-disul- 

fonic  Acid  or 

Dinitro-stilbene-    . 

disulfonic  Acid 

MONOAZO  DYES 

• 

51 

Nitrophenine 

I  '14:—       423 

p-Nitro-aniline 

D 

Thiazol  Ye  low  R 

M'20:—      ? 

190 

Alkali  Brown 

M'19:—      ? 

m-Phenylene-diamine 

D 

Benzo  Brown  5R 

M'20:—    2,987 

193 

Clayton  Cloth  Red 

I  '14:—       100 

j8-Naphthol 

A 

Stanley  Red 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

184 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Dehydro-thio-/>-toluidine-sulfonic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

194 

Rosophenine  10B 

I  '14:—    3,077 

Nevile-Winther's  Acid 

D 

Thiazine  Red  R 

M'19:—      ? 

M'20:—      ? 

196 

Titan  Red 

I  '14:—       886 

Schaeffer's  Acid 

D 

M'19:—      ? 

M'20:—      ? 

198 

Clayton  Yellow 

I  '14:—  29,879 

Dehydro-thio-p-tolui- 

D 

Thiazol  Yellow 

M'18:—      ? 

dine-sulfonic    Acid 

Mimosa  C 

M'19:—      ? 

(2  mols) 

I  '20:—  11,182 

M'20:—      ? 

199 

Oriol  Yellow 

I  '14:—  13,416 

Salicylic  Acid 

D 

Cotton  YeUow  R 

I  '20:—       125 

M'20:—      ? 

DISAZO  DYE 

209 

Terracotta  FC 

I  '14:—       551 

Naphthionic  Acid 

D 

m-Phenylene-diamine 

350 

Alkali  Yellow  R 

Benzidine 

D 

Salicylic  Acid 

THIOBENZENYL  DYE 

617 

Chloramine  Yellow 

I  '14:—  180,497 

[Oxidation] 

D 

Diamine  Fast  Yellow 

M'17:—      ? 

Columbia  Yellow 

M  '18:—  123,816 

M'19:—  54,077 

I  '20:—    4,810 

M'20:—  100,248 

Dehydro-thio-m-xylidine 

IV-Amino-2-phenyl-5 :  7 :  III-trimethyl-thiazol 
l-(4-Amino-m-tolyl-)-3:5-dimethyl-6enzothiazole  (C.  A.  nomen.) 


H3C 


— 268 


DYES  CLASSIFIED  BY  INTERMEDIATES 


185 


STATISTICS. — Manufactured  '19: —       ? 
Manufactured  '20:—       ? 

FORMATION. — From  w-xylidine  and  sulfur  by  heating  to  the  boiling 
point  until  there  is  no  further  evolution  of  hydrogen  sulfide;  and  by 
separating  by  distillation  from  the  excess  m-xylidine,  and  by  solution 
in  30%  hydrochloric  acid  from  the  tso-dehydro-thio-m-xylidine 

LITERATURE. — Lange,  Zwischenprodukte,  #2232 

Cain,  Intermediate  Products  (2d  Ed.),  80 
Anschiitz  and  Schultz,  Ber.,  22,  582  (1889) 
Paul,  Zeitsch.  angew.  Chem.,  9,  679  (1896) 

Dyes  Derived  from  Dehydro-thio-m-xylidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

120 

MONOAZO  DYES 
Salmon  Red 

M'20:—      ? 

Amino-R  Acid 

D 

121 

Erica  B 

I  '14:—    5,349 
I  '20:—    2,393 
M'19:—      ? 

l-Naphthol-3:8- 
disulfonic  Acid 

D 

122 

Erica  G 

I  '14:—    2,370 
I  '20:—    1,142 
M'18:—      ? 

G  Acid 

D 

z'so-Dehydro-thio-m-xylidine 

l-(6-Amino-w-tolyl)-3:  5-dimethyl-6enzothiazole  (<7.  A.  nomen.) 


H3C 


FORMATION. — As  a  by-product  in  the  manufacture  of  dehydro-thio-w 
xylidine  (see  dehydro-thio-m-xylidine) 

LITERATURE. — See  dehydro-thio-w-xylidine 

Heumann,  Anilinefarben,  4,  752 


186  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  zso-Dehydro-thio-m-xylidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYE 

123 

Emine  Red 

Schaeffer's  Acid 

A 

Delta  Acid 

See,  l-Naphthylamine-4 :  8-disulfonic  Acid 
and  2-Naphthylamine-7-sulf onic  Acid 

1: 6- (or  1:  7-)Diacetamido-anthraquinone 


/\/C 
H3C.OC.NH  j  f     T 

\Ac 


NH .  CO .  CH3 


0 


FORMATION. — The  above  intermediate  is  obtained  by  reduction  and 
acetylation  of  the  easily  soluble  dinitro-anthraquinone,  prepared 
from  the  crude  dinitration  product  of  anthraquinone. 

LITERATURE.— Ger.  Pat.  72,685,  198,048 

Lange,  Zwischenprodukte,  #3218 

Dyes  Derived  from  1:6- (or  l:7-)Diacetamido-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

812 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Indanthrene 
Orange  RT 

I  '14:—    2,103 
I  '20:—       382 

2-Acetamido- 
anthraquinone 

V 

813 

Indanthrene 
Copper  R 

I  '14:—    1,268 

1-Acetamido- 
anthraquinone 

V 

DYES  CLASSIFIED  BY  INTERMEDIATES  187 

Diacetyl-o  :  o'-dinitro-benzidine 

Diacetyl-3  :  3'-dinitro-benzidine  (numbering  from  point  of  attach- 
ment) 

2:2'-Dimtro-p:p'-biacetanilide  (C.  A.  nomen.  with  numbering  from 
"  chief  function"  or  the  acetamido  groups) 

02N  NO2 

H3COC  .  HN/""—  /  ~\NH  .  COCH3        ==  Ci6H14N406  =  358 


FORMATION.  —  Benzidine  is  acetylated  by  boiling  with  acetic  acid  under 
a  reflux,  and  the  resulting  diacetyl-compound  is  nitrated  by  dissolv- 
ing in  10  parts  of  nitric  acid  (sp.  gr.  1.48)  with  cooling 

LITERATURE.  —  Beil,  IV,  964 

Brunner  and  Witt,  Ber.  20,  1024  (1887) 

Dye  Derived  from  Diacetyl-o  :  o'-dinitro-benzidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

715 

SULFUR  DYE 
Thiocatechine 

[Sulfur  and  NajjS] 

S 

p-(2: 4-Diamino-anilino) -phenol  (C.  A.  nomen.) 
See,  2: 4-Diamino-4'-hydroxy-diphenylamine 

1 : 4-Diamino-anthraquinone 


=  Ci4Hi0N2O2=:238 


FORMATION. — From   l-nitro-4-amino-anthraquinone    (derived  from   1- 
amino-anthraquinone)  by  reduction  with  alkaline  sodium  sulfide 

LITERATURE. — Lange,  Zwischenprodukte,  #3221,  3232,  3233 
Ullmann,  Enzy.  tech.  Chemie,  1,  477 


188  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  1 : 4-Diamino-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and  . 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

816 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Algol  Red  5G 

I  '14.—     1,338 
I  '20:—         51 

Benzoyl  chloride 
(2  mols) 

V 

873 

Helindone 
Brown  AN 

I  '14:—    2,831 
I  '20:—  16,290 

1-Bromo-anthraquinone 
(2  mols) 

V 

1 : 5-Diamino-anthraquinone 


CO 


NIL 


FORMATION. — (1)  From  1 : 5-dinitro-anthraquinone  by  reduction. 
(2)  From  1 : 5-anthraquinone-disulfonic  acid  by  treatment  with 
ammonia 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  1,  477 

Lange,  Zwischenprodukte,  #3109,  3115,  3222,  3265 

Dyes  Derived  from  1 :  5-Diamino-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

817 

Algol  Yellow  R 

I  '14:—    4,887 

Benzoyl  chloride 

V 

I  '20:—    2,299 

(2  mols) 

M'20:—      ? 

819 

Algol  Red  R 

I  '14:—    2,322 

Benzoyl  chloride 

V 

I  '20:—    7,335 

(2  mols) 

[Oxidation] 

828 

Indanthrene 

I  '20:—    2,741 

2-Chloro-anthraquinone 

V 

Bordeaux  B 

(2  mols) 

DYES  CLASSIFIED  BY  INTERMEDIATES  189 

Dyes  Derived  from  1 : 5-Diamino-anthraquinone  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

845 

ANTHRAQUINONE  AND 
ALLIED  DYES 
(continued) 
Indanthrene 
Maroon  R 

I  '20:—         46 

1  :  5-Diamino-anthra- 
quinone (2  mols) 

V 

848 

Indanthrene 
GrayB 

I  '14:—       401 
I  '20:—    2,639 

1  :  5-Diamino-anthra- 
quinone (2  mols  ?) 

V 

Diamino-anthraquinones 

(Probably  a  mixture  of  the  1: 4,  !•  5  and  1: 8) 


o 


JNH2 


Dyes  Derived  from  Diamino-anthraquinones 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

836 

Helindone 

I  '20:—  15,238 

2-Anthraquinonyl-urea 

V 

Brown  3GN 

chloride  (2  mols) 

4: 8-Diamino-anthrarufin 
H2N  OH 


4— 270 


HO  NH2 

FORMATION. — 1 :  5-Dinitro-anthraquinone  is  partly  reduced,  giving  1 :  5- 
dihydroxyamino-anthraquinone,  which  is  then  transformed  into 
diamino-anthrarufin 

LITERATURE. — Georgievics  and  Grandmougin,  Dye  Chemistry,  275 


190  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  4:8-Diamino-anthrarufin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHBAQTJINONE  AND 

ALLIED  DYES 

820 

Algol  Brilliant 

I  '14:—  12,784 

Diamino-anthrarufin 

V 

Violet  R 

I  '20:—    7,856 

(2  mols) 

[Succinic  Acid] 

821 

Algol  Brilliant 

I  '14:—    3,893 

Benzoyl  chloride 

V 

Violet  2B 

I  '20:—       827 

(2  mols) 

Diamino-azoxy-toluene 

p-Azoxy-o-toluidine 
5:5'-Azoxy-bis-o-foluidine  (C.  A.  nomen.) 


H2N 


—  C14H16N40  =  256 


O 


NH2 


FORMATION. — From  5-nitro-o-toluidine  (NH2  =  1)  by  reduction,  using 
zinc  dust  and  caustic  soda 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  99 
Lange,  Zwischenprodukte,  #1792 

Dyes  Derived  from  Diamino-azoxy-toluene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

483 

TRISAZO  DYES 
St.  Denis  Red 
Rosophenine  4B 

I  '14:—    1,496 
I  '20:—       550 

Nevile-Winther's  Acid 
(2  mols) 

D 

484 

Milling  Scarlet  B,S 

Nevile-Winther's  Acid 
RAcid 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES  191 

4: 6-Diamino-m-benzene-disulfonic  Acid  (C.  A.  nomen.) 
See,  w-Phenylene-diamine-disulfonic  Acid 

2: 6-Diamino-benzene-sulfonic  Acid  (C.  A.  women.) 
See,  p-Phenylene-diamine-sulfonic  Acid 

6:  6'-Diamino-m:  m'-bi(benzene-sulfonic)  Acid  (C.  A.  nomen.) 
See,  Benzidine-disulfonic  Acid 

2: 2'-Diamino-5:  5'-bi-m-toluene-sulfonic  Acid  (C.  A.  nomen.) 
See,  o-Tolidine-disulfonic  Acid 

1 : 4-Diamino-2 : 3-dibromo-anthraquinone 


NIL 


—  Ci4H8Br2N202=r396 


FORMATION. — By  brominating  1 :  4-diamino-anthraquinone,  probably  in 
nitro-benzene  solution.  (The  corresponding  chloro-compound  is 
made  by  action  of  sulfuryl  chloride) 

LITERATURE.— Cf.  Lange,  Zwischenprodukte,  #3334 

Barnett,  Anthracene  and  Anthraquinone,  170-175,  190- 
231 

Dyes  Derived  from  l:4-Diamino-2:  3-dibromo-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYE 

847 

Algol  Green  B 

I  '14:—    2,796 

l:4-Diamino-2:  3-di- 

V 

I  '20:—       527 

bromo-anthraqui- 

none (2  mols) 

192 


DYES  CLASSIFIED  BY  INTERMEDIATES 


2  :  7-Diamino-9-dioxide-?  :  ?-c?ibenzothiophene-disulfonic       Acid 

(C.  A.  nomen.) 

See,  Benzidine-sulfon-disulfonic  Acid 

p  :  ^'-Diamino-diphenylarnine 
p:p'-Imino-bisaniline  (C.  A.  nomen.) 


—  199 


STATISTICS.  —  Imported  '14:  —  very  small  amount 

FORMATION.  —  Equal  molecules  of  aniline  and  p-phenylene-diamine  are 
oxidized  at  0°  by  means  of  potassium  permanganate  to  a  blue  in- 
damine,  which  is  then  reduced  with  zinc  dust  and  hydrochloric  acid 

LITERATURE.  —  Nietzke,  Ber.,  16,  474 

Lange,  Zwischenprodukte,  #1636,  1753 

Dye  Derived  from  />:/>'-Diamino-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

ANILINE  BLACK 

GROUP 

923 

Furreine  DB 

I  '14:—  54,005 

p:  p'-Diamino-diphenyl- 

Fur 

M'19:—      ? 

amine  (x  mols)  (?) 

I  '20:—    1,600 

[Oxidation  on  hair] 

M  '20:—  168,459 

4:  4/-Diamino-diphenyl-3:  3'-disulfonic  Acid 
See,  Benzidine-disulfonic  Acid 

p:  /j'-Diamino-diphenylethylene-o:  o'-disulfonic  Acid 

See9  Diamino-stilbene-disulfonic  Acid 

p:  ^'-Diamino-diphenyl-methane 

p:  p'-Methylene-bisaniline  (C.  A.  nomen.) 


H2N 


H 


NIL 


DYES  CLASSIFIED  BY  INTERMEDIATES 


193 


STATISTICS. — Manufactured  '20: —       ? 

FORMATION. — 50  parts  of  anhydro-formaldehyde-aniline  (from  equal 
parts  of  aniline  and  40  per  cent  formaldehyde),  100  parts  of  aniline 
and  70  parts  of  aniline  salt  are  heated  together  on  a  water  bath, 
condensing  to  the  p:  p'-diamino-diphenyl-methane 

LITERATURE. — Schultz,  Farbstofftabellen  (1914),  #511 
Lange,  Zwischenprodukte,  #1297 

Dyes  Derived  from  p :  />'-Diamino-diphenyl-inethane 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYE 

298 

Milling  Red  R 

R  Acid  (2  mols) 

A 

TRIPHENYL-METHANE 

DYES 

511 

Parafuchsine 
Paramagenta 

I  '14  —  65,026 
M'18:—      ? 
M'19:—      ? 

Aniline 
Nitro-benzene 

B 

M'20:—      ? 

540 

Pacific  Blue 

Aniline 

D 

o-Toluidine 

p-Toluidine 
[Sulfonation] 

;» 

or 

[p-Rosaniline-fBenzoie 
acid  and  sulf  onation] 

p :  ^'-Diamino-diphenyl-sulfide 
See,  Thioaniline 

4: 4'-Diamino-diphenyl-2:  2'-sulfon-disulfonic  Acid 
See,  Benzidine-sulfon-disulfonic  Acid 

Diamino-diphenyl-urea-disulfonic  Acid 

5.  5'-Ureido-bis(2-amino-&enzene-sulfonic  Acid)  (C.  A.  nomen.) 
3Sv  /S03H 

NH— CO— NH— <^>NH2        =  CiaHi^O  7S2  —  402 


194 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — 24  Parts  of  4-nitro-amino-benzene-3-sulfonic  acid  is  dis- 
solved in  water  containing  5.5  parts  of  soda  ash,  and  phosgene 
conducted  in  until  the  reaction  is  completed,  as  indicated  by  test 
not  diazotizing.  The  dinitro-body  is  now  reduced  with  iron 

LITERATURE. — Lange,  Zwischenprodukte,  #1823. 

Dye  Derived  from  Diamino-diphenyl-urea-disulfonic  acid 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

297 

Benzo  Fast 

I  '14:—    3,252 

Gamma  acid  (2  mols) 

D 

Pink  2BL 

I  '14:—    1,226 

p  :  ^  -Diamino-ditolyl-amine 
4:4'-Imino-bis-o-toluidine  (C  A.  nomen.  NH2=1) 

H3C  CH3 

~  Cl4Hl7N2  ==  227 


FORMATION.  —  By  semidine  rearrangement  of  amino-azo-o-toluene 
whereby  the  hydrochloride  of  amino-azo-o-toluene  is  dissolved  in 
sulfurous  acid  solution  and  reduced  with  zinc  dust,  the  product 
poured  into  50  per  cent  sulfuric  acid,  boiled  and  crystallized 

LITERATURE.  —  Barber  and  Sisley,  Sur  un  noveau  mode  de  formation  de 

la  p-diamino-diphenylamine 
Bull.  Soc.  Chim.  [3]  33,  1232-34  (1905) 
Chem.  Centr.  1906  [1],  232 

Dye  Derived  from  p  :  ^'-Diamino-ditolyl-amine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

295 

Diphenyl  Fast  Black 

I  '14:—       882 

Gamma  Acid 

D 

m-Tolylene-diamine 

DYES  CLASSIFIED  BY  INTERMEDIATES 
p  :  /-Diamino-ditolyl-methane 
4:  4'-Methylene-bis-o-foluidine  (C.  A.  nomen.) 


195 


H3C 


CH3 


H2N 


NH2        =  Ci5Hi8N2  =  226 


FORMATION.  —  100  parts  of  anhydro-formaldehyde-aniline  +  250  parts  of 
o-toluidine  hydrochloride  +  500  parts  of  o-toluidine  are  warmed 
together  on  a  water  bath;  and  after  12  hours  the  mass  is  made  al- 
kaline and  the  aniline  is  distilled  off  with  the  aid  of  steam.  (The 
anhydro-formaldehyde-aniline  is  only  used  as  a  carrier  for  the  for- 
maldehyde) 

LITERATURE.  —  Lange,  Zwischenprodukte,  #1315,  1316 

Dye  Derived  from  />:/-Diamino-ditolyl-methane 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

'•**£ 

DYE 

513 

New  Fuchsine  O 

I  14:—       300 

o-Toluidine 

B 

M'18:—      ? 

o-Nitro-toluene 

M'19:—      ? 

M'20:—      ? 

Diamino-dixylyl-methane 
Methylene-biszylidine  (C.  A.  nomen) 

NH2  NH2 

CH3  CH3 

CH3  CH3 


=  254 


FORMATION. — From  formaldehyde  and  xylidine  in  the  presence  of  a 
condensing  agent 


196  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  Diamino-dixylyl-methane 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

299 

DISAZO  DYE 
Cinnabar  Scarlet  BF 

R  Acid  (2  mols) 

CL 

Diamino-dixylyl-phenyl-methane 
Benzal-biszylidine  (C.  A.  nomen.) 


NH 
CH 
CH 


FOEMATION. — From  benzaldehyde  and  xylidine  in  the  presence  of  a 
condensing  agent 

LITERATURE. — Lange,  Zwischenprodukte,  #1434 

Dye  Derived  from  Diamino-dixylyl-phenyl-methane 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

300 

Cotton  Ponceau 

R  Acid  (2  mols) 

CL 

Cinnabar  Scarlet  G 

Di-^-amino-ethoxy-diphenyl 

See,  Ethoxy-benzidine 

1: 3-Diamino-2-hydroxy-benzene-6-sulfonic  Acid 

See,  2:  6-Diamino-l-phenol-4-sulfonic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 


197 


2 : 4-Diamino-4/-hydroxy-diphenylamine 

p-(2:4-Diamino-anilino)-phenol  (C.  A.  nomen.) 


H2N/~  / 
NH 


FOBMATION. — Molecular  proportions  of  4-chloro-l :  3-dinitro-benzene 
and  p-amino-phenol  are  heated  to  boiling  in  aqueous  suspension  with 
somewhat  more  than  theoretical  amount  of  limestone.  The  heat- 
ing is  done  by  direct  steam  in  a  vessel  provided  with  a  reflux  con- 
denser. After  all  the  chloro-nitro-benzene  has  disappeared,  the 
liquid  is  cooled  and  the  crystalline  2 :  4-dinitro-4'-hydroxy-diphenyl- 
amine  is  separated  and  washed.  This  is  then  reduced  to  the  de- 
sired 2 : 4-diamino-4'-hydroxy-diphenylamine 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  74 
Lange,  Zwischenprodukte,  #1670 

Dye  Derived  from  2 :  4-Diamino-4/-hydroxy-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
A  ppli~ 
cation 
Class 

732 

SULFUR  DYE 
Autogene  Black 

I  '14:—    7,495 

Phenol 

S 

a-Diamino-naphthalene 

1 :  5-Diamino-naphthalene  (not  considered  herein) 

/3-Diamino-naphthalene 

1 :  8-Diamino-naphthalene  (not  considered  herein) 

4:  5-Diamino-2 :  7-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  1 :  8-Naphthylene-diamine-3 :  6-disulfonic  Acid 

4 : 8-Diamino-2 :  6-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
See,  1 :  5-Naphthylene-diamine-3 :  7-disulfonic  Acid 

1 :  4-Diamino-2-naphthalene-sulf onic  Acid  (C.  A.  nomen.) 
See,  1 :  4-Naphthylene-diamine-2-sulf onic  Acid 


198 


DYES  CLASSIFIED  BY  INTERMEDIATES 


2:  7-Diamino-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  2 :  7-Naphthylene-diamine-sulf onic  Acid 

5: 7-Diamino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  1 :  3-Naphthylene-diamine-6-sulf onic  Acid 

6: 8-Diammo-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  1 :  4-Naphthylene-diamine-6-sulf onic  Acid 

2: 6-Diamino-l-phenol-4-sulfonic  Acid  (C.  A.  nomen.  OH=1) 
1 : 3-Diamino-2-hydroxy-benzene-5-sulfonic  Acid 

OH 
H2N,      1NH2        —  C6H8N204S  = 


S03H 

FORMATION. — Phenol  is  sulfonated  by  dissolving  in  hot  sulfuric  acid, 
cooled,  diluted,  and  then  dinitrated,  using  nitric  acid  and  heating 
to  boiling.  The  dinitro-phenol-sulfonate  is  then  isolated,  dissolved 
in  water,  and  reduced  with  ammonium  sulfide,  and  the  diamine 
precipitated  by  acidification 

LITERATURE. — Lange,  Zwischenprodukte,  #1137 

Cain,  Intermediate  Products  (2d  Ed.),  129,  130 

Dyes  Derived  from  2 :  G-Diamino-l-phenol-4-sulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

288 

DISAZO  DYES 
Acid  Alizarin 
Black  SE 
Palatine  Chrome 
Black  F 

I  '14:—  19,185 
I  '20:—  34,302 

j3-Naphthol  (2  mols) 

ACr 

289 

Acid  Alizarin 
Black  SN 
Palatine  Chrome 
Black  S 

M'17:—      ? 
M'18:—      ? 
M  19:—      ? 

/3-Naphthol 
Schaeffer's  Acid 

ACr 

DYES  CLASSIFIED  BY  INTERMEDIATES  199 

Diamino-stilbene-disulfonic  Acid 
p:  p'-Diamino-diphenylethylene-o:  o'-disulfonic  Acid 
DS  (abbreviation  for  above  in  compounds,  less  2-NH^) 
4:  4'-Diamino-2 :  2'-stilbene-disulfonic  Acid  (C.  A.  nomen.) 
S03H      H03S_ 

STATISTICS. — Manufactured  '17: —      ? 
Manufactured  '  18 :—      ? 
Manufactured  '19:— 5,021  Ibs. 
Manufactured  '20:— 142,227  Ibs. 

FORMATION. — From  sodium  salt  of  p-nitro-toluene-o-sulfonate  by  dis- 
solving in  water  and  boiling  with  caustic  soda  until  the  color  be- 
comes deep  red.  Then  reduction  is  effected  by  adding  zinc  dust 
until  the  liquid  is  decolorized 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  98 
Lange,  Zwischenprodukte,  #1454 

Dyes  Derived  from  Diamino-stilbene-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYES 

301 

Hessian  Purple  N 

I  '14:—       465 

/3-Naphthylamine 

D 

(2  mols) 

302 

Brilliant  Hessian 

Broenner's  Acid 

D 

Purple 

(2  mols) 

303 

Brilliant  Yellow 

I  '14:—  278,000 

Phenol  (2  mols) 

D 

Paper  Yellow 

M'17:—      ? 

* 

A 

M'18:—    1,664 

M'19:—  48,723 

I  '20:—       126 

M'20:—  91,218 

304 

Chrysophenine  G 

I  '14:—  157,799 

Phenol  (2  mols) 

D 

M'17:—      ? 

[Ethylation] 

M'18:—  41,663 

M'19:—  86,795 

I  '20:—    3,661 

M  '20:—  247,202 

305 

Hessian  Yellow 

Salicylic  Acid  (2  mols) 

D 

200 


DYES  CLASSIFIED  BY  INTERMEDIATES 


3: 5-Diamino-/>-foluene-sulfonic  Acid  (C.  A.  nomen.  S03H  =  1) 
l-Tolylene-2 :  6-diamine-4-sulf onic  Acid 
Toluylene-diamine-sulfonic  Acid 
l-Methyl-2 :  6-diammo-benzene-4-sulf onic  Acid 
SO3H 

H2N0NH2        =  C7H10N203S  =  202 
CH3 

FORMATION. — From  o-nitro-toluene  by  sulfonation,  nitration  and  re- 
duction 
LITERATURE. — Lange,  Zwischenprodukte,  #1096 

Dyes  Derived  from  3 : 5-Diamino-p-toluene-sulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

D 

285 

DISAZO  DYES 
Toluylene  Brown  G 

m-Phenylene-diamine 

286 

Toluylene  Yellow 

I  '14:—    5,485 

Nitro-m-phenylene- 
diamine  (2  mols) 

D 

287 

Toluylene 
Orange  RR 

I  '14:—       500 

/3-Naphthylamine 
(2  mols) 

D 

488 

TETRAKISAZO  DYE 
Toluylene  Brown  R 

I  '14:—       201 

Naphthionic  Acid 
(2  mols) 
w-Phenylene-diamine 
(2  mols) 

D 

4: 6-Diamino-m-toluene-sulfonic  Acid  (C.  A.  nomen.  SOaH=l) 
m-Tolylene-diamine-sulfonic  Acid 
ra-Toluylene-diamine-sulfonic  Acid 
l-Methyl-2 : 4-diamino-benzene-5-sulfonic  Acid 

S03H 
H2N(/N 

U 

NH2 


—  C7HioN203S  — 202 


DYES  CLASSIFIED  BY  INTERMEDIATES 


201 


STATISTICS. — Manufactured  in  1918,   1919,  1920,  but  in  undisclosed 

quantities 
FORMATION. — By  addition  of  w-tolylene-diamine  sulfate  to  oleum,  and 

heating  the  mixture  for  three  hours  on  a  water  bath. 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  87 
Lange,  Zwischenprodukte,  #1096 

Dyes  Derived  from  4:  6-Diamino-m-toluene-sulfonic  Acid  (SOZH  =  1) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

362 

Toluylene  Orange  R 

I  '14:—  25,908 

Tolidine 

D 

Oxydiamine 

M'19:—      ? 

4:  6-Diamino-m- 

Orange  R 

I  '20:—    1,653 

toluene-sulfonic 

Acid  (2  mols) 

392 

Toluylene  Orange  G 

I  '14:—  67,022 

Tolidine 

D 

M'18:—      ? 

o-Cresotic  Acid 

M'19:—      ? 

M'20:—      ? 

I  '20:—       273 

Dianisidine 

o-Dianisidine 

D  (abbreviation  for  Dianisidine  in  compounds,  without  the  2- 
groups) 

O.CH3 

=  244 


STATISTICS.—  Imported  '14:—  10,656  Ibs. 

Manufactured  '17:—  11,702  Ibs. 
Manufactured  '  18  :—       ? 
Manufactured  '19:—  107,441  Ibs. 
Manufactured  '20:  —       ? 

FORMATION.  —  o-Nitro-anisole  is  reduced  by  zinc  dust  in  presence  of 
caustic  soda  and  alcohol  to  hydrazo-anisole,  which  is  rearranged  to 
dianisidine  by  being  warmed  with  dilute  sulfuric  acid 
LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  96 
,  Zwischenprodukte,  #1204 


202  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Dianisidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

405 
406 

DISAZO  DYES 
Benzopurpurin  10B 

Diazurine  B 

I  '14:—  47,768 
M'18:—      ? 
M'19:—      ? 
M'20:—  41,265 
I  '20:—    2,205 

Naphthionic  Acid 
(2  mols) 

l-Naphthylamine-6- 
sulf  onic  Acid  (2  mols) 
0-Naphthol  (2  mols) 

D 
D 

407 

Azo  Violet 

Naphthionic  Acid 
Nevile-Winther's  Acid 

D 

408 

Dianisidine  Blue 

/3-Naphthol  (2  mols) 

D 

408(1) 

Azophor  Blue  D 

[Stable  tetrazo-dianisole 
used  with  p-nitro- 
aniline] 

MF 

408(2) 

Azophor  Black  S 

I  '14:—       140 

[Stable  tetrazo-dianisole 
mixed  with  diazo  ra- 
nitro-aniline,  etc.] 

MF 

409 

Trisulfon  Blue  B 

I  '14:—       813 

l-Naphthol-3:6:8- 
trisulfonic  Acid 
/3-Naphthol 

D 

410 

Benzoazurine  G 

I  '14:—  78.699 
M'18:—      ? 
M  '19:—  150,589 
I  '20:—       287 
M  '20:—  237,328 

Nevile-Winther's  Acid 
(2  mols) 

D 

411 

Benzoazurine  3G 

I  '20:—       201 

l-Naphthol-5-sulfonic 
(2  mols) 

D 

412 

Congo  Blue  2B 

RAcid 
Nevile-Winther's  Acid 

D 

413 

Direct  Violet  BB 

I  '14:—    4,396 

1  :  7-Dihydroxy-naph- 
thalene-4-sulfonic 
Acid 
m-Tolylene-diamine 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 


203 


Dyes  Derived  from  Dianisidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

414 

(continued) 
Indazurine  B 

1  :  7-Dihydroxy-naph- 
thalene-4-sulf  onic  Acid 
RAcid 

D 

415 

Dianil  Blue  G 

M'19:—      ? 
M'20:—      ? 

Chromotropic  Acid 
(2  mols) 

D 

416 

Brilliant  Azurine  5G 

I  '14:—  22,324 
I  '20:—    1,563 

1  :  8-Dihydroxy-naph- 
thalene-4-sulf  onic  Acid 
(2  mols) 

D 

417 

Chlorazol  Blue 
3GorR 

I  '14:—  10,151 

l-Chloro-8-naphthol-5- 
sulfonic  Acid  (2  mols) 
or 
l-Chloro-8-naphthol-4- 
sulf  onic  Acid  (2  mols) 

D 

418 

Diamine  Brilliant 
BlueG 

I  '14:—  11,592 
I  '20:—         51 

l-Chloro-8-naphthol- 
3  :  6-disulf  onic  Acid 
(2  mols) 

D 

419 

Chicago  Blue  RW 

I  '14:—  15,176 
M'19:—      ? 
I  '20:—       351 
M'20:—      ? 

l-Amino-8-naphthol- 
2:  4-disulfonic  Acid 
/3-Naphthol 

D 

420 

Azidine  Wool  Blue  B 

Croceine  Acid 
l-Amino-8-naphthol- 
4-sulfonic  Acid 

D 

421 

Oxamine  Blue  B 

I  '14:—  35,891 
I  '20:—         13 

l-Amino-5-naphthol-7- 
sulf  onic  Acid 
Nevile-Winther's  Acid 

D 

422 

Chicago  Blue  4B 

I  '14:—    8,269 

l-Amino-8-naphthol- 
2:  4-disulfonic  Acid 
l-Amino-8-naphthol-4- 
sulfonic  Acid 

D 

204  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Dianisidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

423 

DISAZO  DYES 
(continued) 
Chicago  Blue  B 

M'18:—      ? 

l-Amino-8-naphthol-4- 
sulfonic  Acid  (2  mols) 

D 

424 

Chicago  Blue  6B 

I  '14:—  118,542 
M  '19:—      ? 
I  '20:—    7,480 
M'20:—      ? 

l-Amino-8-naphthol- 
2:  4-disulfonic  Acid 
(2  mols) 

D 

425 

Benzo  Cyanine  3B 

I  '14:—    1,001 

HAcid 
l-Amino-8-naphthol-4- 
sulfonic  Acid 

D 

426 

Diamine  Pure  Blue 
Benzamine  Pure 
Blue 

I  '14:—  12,881 
M'17:—       ? 
M'18:—      ? 
M'  19:—  192,350 
'20:—       652 
M  '20:—  223,100 

H  Acid  (2  mols) 

D 

427 

Indazurine  GM 

1:  7-Dihydroxy-2-mph- 
thoic-4-sulfonic  Acid 
Nevile-Winther's  Acid 

D 

428 

Direct  Blue  B 

I  '14:—  21,421 
M'17:—  14,823 
M'18:—      ? 
I  '20:—    7,055 

1  :  7-Dihydroxy-6-naph- 
thoic-3-sulf  onic  Acid 
Nevile-Winther's  Acid 

D 

429 

Indazurine  BB 

1  :  7-Dihydroxy-2-naph- 
thoic-4-sulfonic  Acid 
RAcid 

D 

430 

Indazurine  5GM 

1  :  7-Dihydroxy-2-naph- 
thoic-4-sulfonic  Acid 
HAcid 

D 

455 

TRISAZO  DYES 
Columbia  Black  B 

I  '14:—  165,727 

2  R  Acid 
w-Tolylene-diamine 
(2  mols) 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 


205 


Dyes  Derived  from  Dianisidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 

Manufacture     ' 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

D 

456 

TBISAZO  DYES 

(continued} 
Congo  Fast  Blue  B 
Benzo  Fast  Blue  B 

I  '14:—  100,495 
I  '20:—    1,821 

a-Naphthylamine 
l-Naphthol-3:  8-disul- 
fonic  Acid 

457 

Trisulfon 
Brown  GG 

I  '14:—    7,562 
I  '20:—  38,411 

2  R  Acid 
Salicylic  Acid 
m-Phenylene-diamine 

D 

Dibenzo-pyrrole 

See,  Carbazole 

Dibenzyl-aniline-sulfonic  (disulfonic)  Acid 
[(N-Benzyl-anilino)-methyl]-frenzene-sulfonic  Acid  (C.  A.  nomen.) 


C6H5 .  CH2— N— CH2 .  C6H4 .  S03H 

FORMATION. — Aniline,  benzyl  chloride  and  sodamide  are  mixed  together 
and  then  heated  up  on  water  bath  until  ammonia  is  all  off,  resulting 
in  the  formation  of  dibenzyl-aniline.  This  latter  is  then  sulfonated 

LITERATURE. — Lange,  Zwischenprodukte,  #1561 

Dye  Derived  from  Dibenzyl-aniline-sulfonic  (disulfonic)  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

531 

Eriocyanine  A 

I  '14:—  25,091 

Tetramethyl-p:  p'-dia- 

A 

I  '20:—    8,223 

mino-benzohydrol- 

sulf  onic  Acid 

[Oxidation] 

206  DYES  CLASSIFIED  BY  INTERMEDIATES 

6:7-Dibromo-2-chloro-3-pseudoindolone  (C.  A.  nomen.) 
See,  5:  7-Dibromo-isatin  Chloride 

5: 7-Dibromo-isatin  Chloride 

5:  7-Dibromo-2-chloro3-pfeeudoindolone  (C.  A.  nomen.) 

Br 


•N 


\ 


C  .  Cl       =  C8H2Br2ClNO  =  323.5 


Br 


FORMATION. — Isatin  is  gently  warmed  with  bromine  in  concentrated 
sulfuric  acid,  giving  5 : 7-dibromo-isatin,  which  is  then  warmed 
with  phosphorus  pentachloride  and  benzene 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  6,  526 
Lange,  Zwischenprodukte,  #2122 

Dyes  Derived  from  5 : 7-Dibromo-isatin  Chloride 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

893 

INDIGO  GROUP  DYES 
Alizarin  Indigo  G 

I  '20:—    1,596 

1-Anthrol 

V 

895 

Alizarin  Indigo  3R 

I  '20:—    3,514 

a-Naphthol 

V 

2:  5-Dichloro-aniline 

NH2 
0,^ 


FORMATION. — From  2:  5-dichloro-nitro-benzene  by  reduction  with  iron 
and  hydrochloric  acid 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  50 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  2 :  5-Dichloro-aniline 


207 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

218 

Nigrophor  BASF 

l-Amino-8-naphthol-5- 

MF 

sulfonic  Acid 

p-Nitro-aniline 

TRISAZO  DYES 

469 

Chloramine 

I  '14:—  39,600 

Benzidine 

D 

Black  N 

M'19:—      ? 

m-Phenylene-diamine 

I  '20:—    1,763 

HAcid 

M  '20:—      ? 

470 

Chloramine 

I  '14:—    1,675 

Benzidine 

D 

Green  B 

M'19:—      ? 

Phenol 

M'20:—      ? 

H  Acid 

471 

Chloramine 

I  '14:—       286 

Benzidine 

D 

Blue  3G 

M'19:—      ? 

H  Acid  (2  mols) 

I  '20:—       882 

472 

Chloramine 

Benzidine 

D 

Blue  HW 

Gamma  Acid 

HAcid 

1 : 5-Dichloro-anthraquinone 


— 277 


FORMATION. — Sodium  1 :  5-anthraquinone-disulf onate  in  dilute  hydro- 
chloric acid  is  heated  to  boiling  and  treated  with  a  solution  of 
sodium  chlorate 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  250 
Lange,  Zwischenprodukte,  #3083,  3086 
Ullmann,  Enzy.  tech.  Chemie,  1,  472 


208 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dye  Derived  from  1 :  5-Dichloro-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

832 

Indanthrene 

I  '14:—  11,667 

Anthranilic  Acid 

V 

Violet  RN 

I  '20:—         49 

(2  mols) 

2 : 6-Dichloro-anthraquinone 

x\  /c< 

/V        \/   \ci 


C1\A 

xxxco 


FORMATION. — 2: 6-Anthraquinone-disulfonic     acid     is     treated     with 
chlorine 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  1,  472 
Cf.  Ber.,  37,  4706 
Lange,  Zwischenprodukte,  #3164,  3165 

Dyes  Derived  from  2 : 6-Dichloro-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

826 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Indanthrene  Red  G 

1-Amino-anthraquinone 
(2  mols) 

V 

829 

Algol  Bordeaux  3B 

I  '20:—         61 

l-Amino-4-methoxy- 
anthraquinone  (2  mols) 

V 

2:  7-Dichloro-anthraquinone 
'CO 


Cl 


CO 


Cl 


DYES   CLASSIFIED  BY  INTERMEDIATES 


209 


FORMATION. — From  anthraquinone-2:  7-disulfonic  acid  by  treatment 
with  hydrochloric  acid  and  sodium  chlorate;  or  better  from  9: 10- 
dichloro-anthracene-2 :  7-disulfonic  acid  by  treatment  with  the  same 
reagents 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  1,  472 
Lange,  Zwischenprodukte,  #3165 

Dyes  Derived  from  2:7-Dichloro-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

827 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Indanthrene 
Bordeaux  B  extra 

I  '14:—  28,728 
I  '20:—    4,056 

l-Amino-6-chloro-an- 
thraquinone  (2  mols) 

V 

830 

Indanthrene  Red  R 

I  '14:—    2,099 
I  '20:—    6,595 

1-Amino-anthraquinone 
(2  mols) 

V 

2:  5-Dichloro-benzaldehyde 
HCO 


FORMATION.  —  From  2-chlor-5-nitro-benzaldehyde  by  the  substitution 

of  the  nitro  group  by  chlorine 
LITERATURE.  —  Lange,  Zwischenprodukte,  #669 

Beil,  III,  13 
Dyes  Derived  from  2  :5-Dichloro-benzaldehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

497 

TRIPHENYL-METHANE 
DYES 
New  Fast  Green  2B 
Victoria  Green  3B 

I  '14:—  44,595 

Dimethyl-aniline 
(2  mols) 
[Oxidationl 

B 

501 

Glacier  Blue 
Brilliant  Glacier 
Blue 

I  '14:—    2,495 

Methyl-o-toluidine 
(2  mols) 
[Oxidation] 

B 

210 


DYES  CLASSIFIED  BY  INTERMEDIATES 

o :  o'-Dichloro-benzidine 

2:  2'-Dichloro-benzidine  (C.  A.  nomen.  NH%=1) 

3:  3'-Dichloro-benzidine  (Usual numbering,  point  oj 'attachment  =  1 ) 

Cl  Cl 

H2N</~~V-</~~X>NH2        =  C12H10C12N2  =  253 


FORMATION. — (1)  By  chlorinating  of  diacetyl-benzidine,  and  hydrolyz- 
ing  product.     (2)    By  reducing  o-chloro-nitro-benzene  in  alkaline 
solution  with  zinc,  and  rearranging  with  acid  the  o:  o'-dichloro- 
hydrazo-benzene  formed  (similar  to  benzidine  formation  from  nitro- 
benzene) 

LITERATURE. — Cain,  Intermediates  (2d  Ed.),  94 

Lange,  Zwischenprodukte,  #1229,  1230 

Dyes  Derived  from  o :  o'  Dichloro-benzidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

356 

DISAZO  DYES 
Dianol  Red  2B 

I  '14:—    4,422 
I  '20:—  17,632 

Naphthionic  Acid 
(2  mols) 

D 

357 

Dianol  Red  B 

Broenner's  Acid 
(2  mols) 

D 

358 

Brilliant  Dianol  Red 
R  extra 
Diphenyl  Red 

I  '14:—  14,305 
I  '20:—    3,704 

Amino-R  Acid 
(2  mols) 

D 

2: 6-Dichloro-4-(4:  5-dihydro-5-keto-3-methyl-l-pyrazolyl)-&en- 

zene-sulfonic  Acid  (C.  A.  nomen.) 

See,  l-(2':  5'-Dichloro^'-sulfo-phenyl)-3-methyl-5-pyrazolone 


2: 5-Dichloro-nitro-benzene 

N02 


01        =C6H3Cl2N02=rl92 


DYES  CLASSIFIED  BY  INTERMEDIATES 


211 


FORMATION. — By  nitration  of  p-dichloro-benzene  with  mixed  acid 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  14 
Lange,  Zwischenprodukte,  #674 

USES. — For  preparing  2:  5-dichloro-aniline 


3:  6-Dichloro-^hthalic  Acid 

COOH 
C1/\COOH 


STATISTICS. — Imported  '14: — very  small 
Manufactured  '18:—   ? 

FORMATION. — (1)  From  dichloro-naphthalene  tetrachloride,  by  oxida- 
tion with  nitric  acid.  (2)  From  phthalic  anhydride  dissolved  in 
oleum  by  chlorination  in  presence  of  iodine,  and  by  separation  from 
the  isomers  formed  at  the  same  time 

LITERATURE. — Lange,  Zwischenprodukte,  #992 

Cain,  Intermediate  Products  (2d  Ed.),  165 

Dyes  Derived  from  3 :  6-Dichloro-phthalic  Acid 


tSchuttz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

584 

Fast  Acid 

I  '14:—    3,022 

Resorcinol  (2  mols) 

A 

BlueR 

I  '20:—       130 

p-Phenetidine  (2  mols) 

[PC15;  Sulfonationl 

or 

[Tetrachloro-fluores- 

ceine  and  p-phene- 

tidine;  Sulfonation] 

593 

Phloxine  P 

I  '14:—    2,244 

Resorcinol  (2  mols) 

A 

M'17:—      ? 

[Bromination] 

M'18:—      ? 

or 

M'19:—      ? 

[Dichloro-fluoresceine 

M'20:—      ? 

brominated] 

212 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  3 : 6-Dichloro-phthalic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

XANTHONE  DYES 

(continued) 

594 

Cyanosine,  Spirit 

Resorcinol  (2  mols) 

A 

Soluble 

[Bromination,  methyla- 

tion] 

or     "s  . 

[Phloxine    P    methyl 

ester] 

595 

Rose  Bengal 

I  '14:—    2,277 

Resorcinol  (2  mols) 

A 

M'20:—      ? 

[lodation] 

or 

[Dichloro-fluoresceine 

iodated] 

l-(2 : 5-Dichloro-4-sulfo-phenyl)-3-methyl-5-pyrazolone 

2 :  5-Dichloro-4-(4 :5-dihydro-5-keto-3-methyl-l-pyrazolyl) -&en- 
zene-sulfonic  Acid  (C.  A.  nomen.) 


Cl 


N- 

/\        C1 
OC    N 


S03H        =  C10H8C12N204S  =  323 


H.U. 


CH3 


FORMATION. — 2:  5-Dichloro-aniline-4-sulfonic  acid  is  diazotized  and  re- 
duced to  2:  5-dichloro-phenyl-hydrazine-4-sulfonic  acid,  which  latter 
body  by  condensation  with  ethyl  acetoacetate  forms  the  above 
pyrazolone  derivative 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  170 
Cf.  Lange,  Zwischenprodukte,  #138 


DYES  CLASSIFIED  BY  INTERMEDIATES 


213 


Dye  Derived  from  l-(2: 5-Dichloro-4-sulfo-phenyl)-3-methyl-5- 
pyrazolone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

PYRAZOLONE  DYE 

22 

Xylene  Yellow  3G 

I  '14:—  23,074 

Sulfanilic  Acid 

A 

I  '20:—  77,782 

^-Diethylamino-azo-benzene 

Benzene-azodiethylaniline 

N:  JV-Diethyl-p-phenylazo-aniline  (C.  A.  nomen.) 

=  Ci6Hi9N3  =  253 

FORMATION. — By  coupling  diazo-benzene  chloride  (diazotized  aniline) 
with  diethyl-aniline 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  2,  80 

Dyes  Derived  from  ^-Diethylamino-azo-benzene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class1 

OXAZINE  DYES 

641 

Coreine  RR 

I  '14:—    1,320 

Gallamide 

M 

Ccelestine  Blue  B 

I  '20:—         44 

*v.:.  ti 

646 

Coreine  AR 

Gallamide 

M 

Aniline 

[Sulfonation] 

or 

[Coreine  RR,  Aniline, 

Sulfonation] 

/>-Diethylamino-benzoyl  Chloride 
COC1 

=  CnHi4ClNO  =  211.5 

N(C2H5)2 


214 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — (1)  p-Amino-benzoic  acid  is  ethylated,  and  then  treated 
with  phosphorus  pentachloride  to  form  the  desired  acid  chloride. 
(2)  Diethyl-aniline  is  subjected  to  the  action  of  phosgene  first  at 
ordinary  temperatures  until  no  more  gas  is  absorbed,  and  then  after 
melting  the  crystalline  mass  first  obtained.  The  product  is  mixed 
with  water  and  the  excess  of  diethyl-aniline  removed  by  acetic  acid. 
The  acid  chloride  is  formed  by  treatment  with  phosphorus  penta- 
chloride 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  148 

Dye  Derived  from  />-Diethylamino-benzoyl  Chloride 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

534 

TRIPHENYL-METHANE 
DYE 
Acid  Violet  7B 

I  '14:—  21,665 
I  '20:—         51 

N-Methyl-diphenyl- 
amine  (2  mols) 

A 

3-Diethylamino-^-cresol  (C.  A.  nomen.  OH=1) 

Diethyl-w-amino-p-cresol  (OH=1) 

OH 


N(C2H5)5 


FORMATION. — From  diethyl-o-toluidine  by  sulfonation  in  the  cold  with 

oleum  and  caustic  soda  fusion  of  the  sulfonic  acid 
LITERATURE. — Mohlau,  Klimmer  and  Kahl,  Zeit.  Farb.  Chem.,  1902 

316 
Lange,  Zwischenprodukte,  #815 

Dye  Derived  from  3-Diethylamino-/>-cresol  (OH=1) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

OXAZINE  DYE 

620 

Capri  Blue  GON 

T  14:—       128 

Nitroso-dimethyl-ani- 

B 

line 

DYES  CLASSIFIED  BY  INTERMEDIATES  215 

Diethyl-m-amino-^-cresol  (OH=1) 

See,  3-Diethylamino-p-cresol  (C.  A.  nomen.  OH=1) 

5-Diethylamino-2-nitroso-^henol  (C.  A.  nomen.) 
Ni  troso-diethyl-m-amino-ph  enol 
OH 

ONO         _n  „  XTrk 
v^lO-H-14lN2v_/2  =  ly4 

FORMATION. — Diethyl-m-amino-phenol  (which  can  be  prepared  by  sul- 
fonating  diethyl-aniline  and  then  fusing  the  sulfonic  acid  to  pro- 
duce the  diethyl-m-amino-phenol)  is  dissolved  in  hydrochloric  acid, 
cooled  with  ice  to  0°  C.,  and  sodium  nitrite  solution  introduced 

LITERATURE. — Lange,  Zwischenprodukte,  #906 

Dyes  Derived  from  5-Diethylamino-2-nitroso-phenol 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYES 

653 

Nile  Blue  A 

I  '14:—    1,518 
I  '20:—    1,241 

a-Naphthylamine 

B 

654 

Nile  Blue  2B 

Benzyl-a-naphthyl- 

B 

amine 

m-Diethylamino-/>henol  (C.  A.  nomen.) 

Diethyl-m-amino-phenol 

OH 


lN(C2H5)s 


— 165 


STATISTICS. — Manufactured  '18: —  ? 
Manufactured  '19:—  ? 
Manufactured  '20:—  ? 

FORMATION. — Diethyl-aniline  is  sulfonated  with  oleum,  and '  the  re- 
sulting diethyl-aniline-m-sulfonic  acid  fused  with  caustic  soda 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  122 
Lange,  Zwischenprodukte,  #603-606,  2263 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  m-Diethylamino-phenol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

570 

Rhodamine  S 

I  '14:—       600 

Diethyl-ra-amino- 

A 

I  '20:—       273 

phenol  (2  mols) 

[Succinic  Anhydride] 

572 

Rhodamine  G 

I  '14:—    2,648 

Phthalic  Anhydride 

B 

I  '20:—       517 

Diethyl-m-amino- 

phenol  (2  mols) 

Aniline  [Removes  one 

QjEU  group] 

or 

[Rhodamine  B  heated 

with  Aniline  Salt] 

573 

Rhodamine  B 

I  '14:—  59,354 

Phthalic  Anhydride 

B 

M'17:—      ? 

Diethyl-m-amino- 

M'18:—      ? 

phenol  (2  mols) 

M'19:—      ? 

M'20:—      ? 

I  '20:—  24,709 

574 

Rhodamine  3B 

Phthalic  Anhydride 

B 

Diethyl-m-amino- 

phenol  (2  mols) 

[Ethyl  esterification] 

or 

[Rhodamine  B 

ethylated] 

579 

Sulf  o  Rhodamine  B 

I  '14:—    1,698 

Benzaldehyde-di- 

A 

Xylene  Red  B 

sulf  onic  Acid 

Diethyl-w-amino- 

phenol  (2  mols) 

[Oxidation] 

581 

Fast  Acid  Eosine  G 

I  '14:—       650 

Phthalic  Anhydride 

A 

Fast  Acid 

I  '20:—    5,234 

Diethyl-m-amino- 

PhloxineA 

phenol  (2  mols) 

or 

[Rhodamine  B,  sulfo- 

nated] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


21? 


Diethyl-aniline 

N:iV-Diethyl-aniline  (C.  A.  nomen.) 

N(C2H5)2 


STATISTICS.  —  Imported  '14:  —  very  small  quantity 
Manufactured  '17:—  3,955  Ibs. 
Manufactured  '18:—  48,048  Ibs. 
Manufactured  '19:—  30,000  Ibs. 
Manufactured  '20:—  180,542  Ibs. 

FORMATION.  —  Aniline  is  heated  in  an  autoclave  with  ethyl  alcohol  in 
the  presence  of  a  catalyst,  for  example,  hydrochloric  acid,  hydro- 
bromic  acid,  or  iodine 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  68 
Lange,  Zwischenprodukte,  #128 

Dyes  Derived  from  Diethyl-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

499 

Brilliant  Green 

I  '14:—  73,904 
M'18:—      ? 
M'19:—      ? 
I  '20:—         25 

Diethyl-aniline  (2  mols) 
Benzaldehyde 
[Oxidation] 

B 

M  '20:—      ? 

507 

Xylene  Blue  VS 

I  '14:—    2,130 
I  '20:—  27,254 

Diethyl-aniline  (2  mols) 
3-Methyl-benzalde- 
hyde-4  :6-disulfonic 
Acid 

A 

[Oxidation] 

518 

Ethyl  Violet 
Ethyl  Purple 

I  '14:—  51,933 

Tetraethyl-diamino- 
benzophenone 

B 

or 

• 

Diethyl-aniline  (3  mols) 
Phosgene 

or 

Tetraethyl-diamino- 
diphenyl-methane 

218 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Diethyl-aniline  (continued) 


Schullz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES  (continued) 

530 

Acid  Violet  6B 

I  '14:—  161,624 

Ethyt-sulfobenzyl- 

A 

Formyl  Violet 

M'17:—      ? 

aniline  (2  mols) 

Guinea  Violet 

M'18:—      ? 

[Formaldehyde,  Oxida- 

M'19:—     ? 

tion] 

I  '20:—    3,925 

M  '20:—  144,207 

543 

Patent  Blue  V 

I  '14:—  196,228 

Diethyl-aniline  (2  mols) 

A 

M'17:—      ? 

m-Nitro-benzaldehyde 

M'18:—      ? 

or  m-Hydroxy- 

I  '20:—  36,420 

benzaldehyde 

[Sulfonation,  Oxidation] 

544 

Cyanine  B 

I  '14:—    8,398 

Diethyl-aniline  (2  mols) 

A 

I  '20:—         24 

m-Nitro-benzaldehyde 

or  m-Hydroxy- 

benzaldehyde 

[Sulfonation,  Oxidation] 

or 

[Patent  Blue  Oxidized] 

AZINE  DYE 

686 

Amethyst  Violet 

Diethyl-p-phenylene- 

A 

diamine 

Aniline  or  p-Toluidine 

[Oxidation] 

Diethyl-aniline-m-sulfonic  Acid 

N:  -AT-Diethyl-raetanilic  Acid  (C.  A.  nomen.) 


FORMATION. — From  diethyl-aniline  by  sulfonation  with  oleum 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  122 
Lange,  Zwischenprodukte,  #631 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Diethyl-aniline-m-sulfonic  Acid 


219 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

59 

Wool  Violet  S 

I  '14:—       308 

2  :  4-Dinitro-aniline 

A 

M'18:—      ? 

M'19:—      ? 

N:  W-Diethyl-metanilic  Acid  (C.  A.  nomen.) 
See,  Diethyl-aniline-m-sulfonic  Acid 

N:  W-Diethyl-/>-nitroso-aniline  (C.  A.  nomen.) 
See,  p-Nitroso-diethyl-aniline 

N:  Ar-Diethyl-/>-phenylazo-aniline  (C.  A.  nomen.) 
See,  p-Diethylamino-azo-benzene 

N:  W'-Diethyl-m-phenylene-diamine  (C.  A.  nomen.) 
s-Diethyl-ra-phenj'  lene-diamine 
HNC2H5 

lNH.C2H5        ^C10H16N2 

FORMATION. — Probably  by  heating  resorcinol  with  ethylamine  in  the 
presence  of  a  dehydrating  agent 

LITERATURE. — Cf.  Green,  Organic  Coloring  Matters  (1908),  37. 
Cf.  Calm,  Ber.,  16,  2792  (1883) 

Dye  Derived  from  N:  W'-Diethyl-m-phenylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

AZINE  DYE 

678 

Fast  Neutral 

M'17:—      ? 

Nitroso-dimethyl- 

B 

Violet  B 

aniline 

220 


DYES  CLASSIFIED  BY  INTERMEDIATES 


N:  JV-Diethyl-p-phenylene-diamine  (C.  A.  nomen.) 
p-  Amino-diethy  1-an  iline 

N(C2H6)2 


NIL 


FORMATION. — Diethyl-aniline  is  converted  into  p-nitroso-diethyl-aniline 
by  nitrous  acid,  which  by  reduction  with  zinc  dust  and  hydrochloric 
acid  yields  the  p-amino-diethyl-aniline 

LITERATURE. — Cf.  Lange,  Zwischenprodukte,  #561-563 

Dye  Derived  from  N:  #-Diethyl-/>-phenylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYE 

686 

Amethyst  Violet 

Diethyl-aniline 

A 

Aniline  or  p-Toluidine 

[Oxidation] 

s-Diethyl-m-phenylene-diamine 

See,  N :  N'-Diethyl-w-phenylene-diamine 

Diethyl-/>-phenylene-diamine-thiosulfonic  Acid 
p-Amino-diethyl-aniline-thiosulfonic  Acid 
4-Amino-l-diethylamino-benzene-3-thiosulfonic  Acid 
2-Amino-5-diethylamino-6enzene-thiosulfonic  Acid  (C.  A.  nomen.) 

N(C2H6)2 


S.S03H 


—  276 


FORMATION. — 12  parts  of  the  zinc  chloride  double  salt  of  diethyl-p- 
phenylene-diamine  are  dissolved  in  90  parts  of  water,  treated  with 
a  solution  of  25  parts  of  aluminum  sulfate  and  20  parts  of  sodium 
thiosulfate  in  70  parts  of  water,  and  finally  oxidized  with  3  parts  of 
potassium  bichromate  dissolved  in  30  parts  of  water 

LITERATURE. — Lange,  Zwischenprodukte,  #931,  932 


DYES  CLASSIFIED  BY  INTERMEDIATES  221 

Dye  Derived  from  Diethyl-/>-phenylene-diamine-thiosulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

THIAZINE  DYE 

666 

Indochromogen  S 

1  :  2-Naphthoquinone- 

M 

4:  6-disulfonic  Acid 

3: 4-Dihydro-3: 4-diketo-l :  7-naphthalene-disulf onic  Acid  (C.  A. 

nomen.) 

See,  1 :  2-Naphthoquinone-4 :  6-disulfonic  Acid 

3:4-Dihydro-3:4-diketo-l-naphthalene-sulfonic     Acid     (C.    A. 

nomen.) 

See,  1 :  2-Naphthoquinone-4-sulfonic  Acid 

/>-(4:5-Dihydro-5-keto-3-methyl-l-pyrozolyl)-benzene-sulfonic 
Acid  (C.  A.  nomen.) 

See,  3-Methyl-l-(p-sulfo-phenyl)-5-pyrazolone 

1 : 2-Dihydroxy-anthraquinone 

See,  Alizarin 

1 : 5-Dihydroxy-anthraquinone 

See,  Anthrarufin 

2 : 4-Dihydroxy-benzoic  Acid 

See,  j8-Resorcylic  Acid  (C.  A.  nomen.) 

3: 5-Dihydroxy-benzoic  Acid 

See,  a-Resorcylic  Acid  (C.  A.  nomen) 

m-Dihydroxy-benzoic  Acid 

See,  a-Resorcylic  Acid  (C.  A.  nomen.) 

1: 7-Dihydroxy-2-carboxy-naphthalene-4-sulfonic  Acid 

See,  1 :  7-Dihydroxy-2-naphthoic-4-sulfonic  Acid 


222 


DYES  CLASSIFIED  BY  INTERMEDIATES 


1 : 7-Dihydroxy-6-carboxy-naphthalene-3-sulf onic  Acid 

See,  1 :  7-Dihydroxy-6-naphthoic-3-sulf onic  Acid 

Dihydroxy-/3-methyl-coumarin 

See,  7 :  8-Dihydroxy-4-methyl-coumarin  (C.  A.  nomen.) 

7:8-Dihydroxy-4-methyl-coumarin  (C.  A.  nomen.) 
Dihydroxy-/?-methyl-coumarin 

HO 


FORMATION.  —  From  pyrogallol  and  acetoacetic  ethyl  ester 

LITERATURE.—  J.  pr.  Ch.  (2)  26,  68 
Ber.,  16,  2127  (1883) 

Dye  Derived  from  7:  8-Dihydroxy-4-methyl-coumarin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYE 

773 

Anthracene  Yellow 

I  '14:—    4,046 

[Brominationl 

M 

1: 6-Dihydroxy-naphthalene 

1:  5-Naphthalenediol  (C.  A.  nomen.) 
OH 


HO 


STATISTICS. — Manufactured  '19: — 
Manufactured  '20:— 


DYES  CLASSIFIED  BY  INTERMEDIATES 


223 


FORMATION. — By  caustic  soda  fusion  of  sodium  naphthalene-1 :  5-disul- 
fonate  or  of  sodium  l-naphthol-5-sulfonate 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  230 
Lange,  Zwischenprodukte,  #2392 
Thorpe,  Die.  Chemistry,  3,  646 

Dye  Derived  from  1 : 5-Dihydroxy-naphthalene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

157 

Diamond  Black  PV 

I  '14:—  285,074 

o-Amino-phenol-p- 

M 

sulfonic  Acid 

2  :  7-Dihydroxy-naphthalene 

2:  7-Naphthalenediol  (C.  A.  nomen.) 


FORMATION.  —  By  caustic  soda  fusion  of  F  acid  (2-naphthol-7-sulfonic 
acid) 

LITERATURE.  —  Lange,  Zwischenprodukte,  #2401 

Green,  Organic  Coloring  Matters  (1908),  54 
Thorpe,  Die.  Chemistry,  3,  647 

Dyes  Derived  from  2:  7-Dihydroxy-naphthalene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

NITROSO  DYE 

3 

Dioxine 

[Nitrous  Acid] 

M 

OXAZINE  DYE 

655 

Muscarine 

Nitroso-dimethyl- 

B 

aniline 

224  DYES  CLASSIFIED  BY  INTERMEDIATES 

1: 7-Dihydroxy-naphthalene-2-carboxylic-4-sulfonic  Acid 

See,  1 :  7-Dihydroxy-2-naphthoic-4-sulf onic  Acid 

1: 7-Dihydroxy-naphthalene-6-carboxylic-3-sulfonic  Acid 

See,  1 :  7-Dihydroxy-6-naphthoic-3-sulf onic  Acid 

1 : 8-Dihydroxy-naphthalene-3 : 6-disulf onic  Acid 

See,  Chromotropic  Acid 

4: 6-Dihydroxy-2: 7-naphthalene-disulfonic  Acid  (C.  A.  nomen.} 
See,  Chromotropic  Acid 

1 :  7-Dihydroxy-naphthalene-4-sulf onic  Acid 

4:  6-Dihydroxy-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 

OH 
HO/V^       =  C  HO  S  =  240 

\A/ 

S03H 

FORMATION. — From  1  hydroxy-naphthalene-2-carboxylic-4 :  7-disulf  onic 
acid  by  fusion  with  alkalis,  whereby  first  a  sulfonic  group  is  replaced 
by  hydroxyl  and  then  at  a  higher  temperature  carbon  dioxide  is 
split  out 

LITERATURE. — Lange,  Zwischenprodukte,  #2617,  2618 
Thorpe,  Die.  Chemistry,  3,  650 

Dyes  Derived  from  l:7-Dihydroxy-naphthalene-4-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

413 

DISAZO  DYES 
Direct  Violet  BB 

I  '14:—    4,396 

Dianisidine 
m-Tolylene-diamine 

D 

414 

Indazurine  B 

Dianisidine 
R  Acid 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 

1  :  8-Dihydroxy-naphthalene-4-sulf  onic  Acid 

Dihydroxy-naphthalene-sulfonic  Acid  S 

S  Acid 

4:  5-Dihydroxy-l-naphthalene-sulfomc  Acid  (C.  A.  nomen.) 

HO     OH 


225 


S03H 


STATISTICS.  —  Imports  '14:  —  2,178  Ibs. 

FORMATION.  —  (1)  From  l-naphthol-4  :  8-disulfonic  acid  by  fusion  with 
caustic  soda,  preferably  in  an  autoclave.  (2)  From  1-naphthyl- 
amine-4  :  8-disulfonic  acid  by  fusion  with  caustic  soda,  in  an  auto- 
clave. (3)  From  l-amino-8-naphthol-4-sulfonic  acid  by  heating 
with  sodium  sulfite 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  230 
Lange,  Zwischenprodukte,  #2621,  2622 

Dyes  Derived  from  1  :  8-Dihydroxy-naphthalene-4-sulf  onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Impoit  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

63 

MONOAZO  DYES 
Azo  Acid  Blue 

I  '14:—  45,098 
I  '20:—    9,222 

Dimethyl-p-phenylene- 
diamine 
or 
p-Nitro-aniline  [Reduc- 
tion and  alkylation] 

A 

71 

Azo  Fuchsine  B 

Toluidine 

A 

118 

Brilliant  Geranine 

I  '14:—  18,917 
M'19:—      ? 
I  '20:—       527 

Dehydro-thio-p- 
toluidine 

D 

146 

Azo  Fuchsine  G 

I  '14:—  17,819 
I'  20:—    3,694 

Sulfanilic  Acid 

A 

147 

Azo  Fuchsine  6B 

I  '14:—  13,206 
M'17:—      ? 
M'18:—      ? 

Sulfanilic  Acid  (?) 

A 

226  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes   Derived   from   1 : 8-Dihydroxy-naphthalene-4-sulfonic 

(continued) 


Acid 


Schultz 
Number 
for  Dye 

Ordinary  Nome  and 
Class  oj  Dye 

Statistics  of 
Impott  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

229 

Azo  Acid  Violet 

I  '14:—       150 

Amino-azo-benzene 

A 

I  '20:—         11 

M'20:—         ? 

242 

Sulfon  Black  G 

Aniline 

A 

l-Naphthylamine-6- 

and  7-sulfonic  Acids 

j$ 

[Cleve's  Acids] 

262 

Victoria  Black  B 

I  '14:—       557 

Sulfanilic  Acid 

A 

a-Naphthylamine 

276 

Diamond  Green  B 

I  '14:—    8,622 

Amino-salicylic 

ACr 

M'18:—      ? 

a-Naphthylamine 

I  '20:—    4,061 

416 

Brilliant 

I  '14:—  22,324 

Dianisidine 

D 

Azurine  5G 

I  '20:—    1,563 

1  :  8-Dihydroxy-naph- 

thalene-4-sulfonic 

Acid  (2  mols) 

TRISAZO  DYES 

452 

Benzo  Indigo  Blue 

Tolidine 

D 

a-Naphthylamine 

1  :  8-Dihydroxy-naph- 

thalene-4-s  ulf  onic 

Acid  (2  mols) 

460 

Benzo  Black 

I  '14:—       602 

Benzidine-disulfonic- 

D 

Blue  5G 

Acid 

a-Naphthylamine 

1  :  8-Dihydroxy-naph- 

thalene-4-sulfonic 

Acid  (2  mols) 

4:  5-Dihydroxy-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  1 :  8-Dihydroxy-naphthalene-4-sulf onic  Acid 

4:6-Dihydroxy-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  1 :  7-Dihydroxy-naphthalene-4-sulf onic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES  227 

Dihydroxy-naphthalene-sulfonic  Acid  S 

See,  1  :  8-Dihydroxy-naphthalene-4-sulfonic  Acid 

Dihydroxy-naphthoic  Acid  L 

2  :  6-Dihydroxy-3-naphthoic  Acid  (not  considered  herein) 

Dihydroxy-naphthoic  Acid  S 

1  :  7-Dihydroxy-6-naphthoic  Acid  (not  considered  herein) 

1  :  7-Dihydroxy-2-naphthoic-4-sulfonic  Acid 

1  :  7-Dihydroxy-naphthalene-2-carboxylic-4-sulf  onic  Acid 
1  :  7-Dihydroxy-2-earboxy-naphthalene-4-sulf  onic  Acid 
1:  7-Dihydroxy-4-sulfo-2-naphthoic  Acid  (C.  A.  nomen.) 
OH 

HOf/\/NcOOH  - 

— 

\/\/ 
SO3H 

FORMATION.  —  l-Hydroxy-2-naphthoic  acid  is  disulfonated  with  4  parts 
of  20  per  cent  oleum,  the  product  isolated  and  fused  with  caustic 
soda  at  190-200° 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  242 
Lange,  Zwischenprodukte,  2677 

Dyes  Derived  from  1  :  7-Dihydroxy-2-naphthoic-4-sulfonic  Acid 


—  9*4. 

—  284 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

396 

DISAZO  DYES 
Indazurine  RM 

Tolidine 
Nevile-Winther's  Acid 

D 

399 

Indazurine  TS 

Tolidine 
Gamma  Acid 

D 

427 

Indazurine  GM 

Dianisidine 
Nevile-Winther's  Acid 

D 

429 

Indazurine  BB 

Dianisidine 
R  Acid 

D 

430 

Indazurine  5GM 

Dianisidine 
HAcid 

D 

228  DYES  CLASSIFIED  BY  INTERMEDIATES 

1 : 7-Dihydroxy-6-naphthoic-3-sulfonic  Acid 

1 :  7-Dihydroxy-naphthalene-6-carboxylic-3-sulf onic  Acid 

1:  7-Dihydroxy-6-carboxy-naphthalene-3-sulfonic  Acid 

Nigrotic  Acid 

Nigrotinic  Acid 

3:  5-Dihydroxy-7-sulfo-2-naphthoic  Acid  (C.  A.  nomen.) 


OH 


HO 
HOOC 


S03H 


FORMATION. — 2-Hydroxy-3-naphthoic  acid  is  disulfonated  with  4  parts 
of  24  per  cent  oleum  at  125-150°  for  from  two  to  three  hours,  the 
product  isolated,  and  fused  with  2  parts  of  caustic  soda  at  about 
210-220°  and  then  at  230-240° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  241 
Lange,  Z\vischenprodukte,  #2678 

Dyes  Derived  from  1 :  7-Dihy droxy-6-naphthoic-3-sulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

352 

DISAZO  DYES 
Direct  Violet  R 

I  J14:—       661 
M'19:—      ? 

Benzidine 
w-Tolylene-diamine 

D 

353 

Direct  Indigo 
Blue  BN 

I  '14:—    6,000 

Benzidine 
HAcid 

D 

354 

Direct  Gray  R 

I  '20:—    4,927 

Benzidine 
1  :  7-Dihydroxy-6-naph- 
thoic-3-sulfonic  Acid 
(2  mols) 

D 

397 

Direct  Blue  R 

M'17:—      ? 

Tolidine 
Nevile-Winther's  Acid 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 


229 


Dyes  Derived  from  1 : 7-Dihydroxy-6-naphthoic-3-sulf onic  Acid 

(continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

398 

Direct  Gray  B 

Tolidine 

D 

1  :  7-Dihydroxy-6-naph- 

thoic-3-sulfomc  Acid 

(2  mols) 

428 

Direct  Blue  B 

I  '14:—  21,421 

Dianisidine 

D 

M'17:—  14,823 

Nevile-Winther's  Acid 

M'18:—      ? 

I  '20:—    7,055 

1 : 2-Dihy droxy-naphthoquinone 
See,  Naphthazarin 

5 : 6-Dihydroxy-l :  4-naphthoquinone 

See,  Naphthazarin 

5: 6-Dihydroxy-a-naphthoquinone 

See,  Naphthazarin 

1:  7-Dihydroxy-4-sulfo-2-naphthoic  Acid  (C.  A.  nomen.) 
See,  1 :  7-Dihydroxy-2-naphthoic-4-sulfonic  Acid 

3:  5-Dihydroxy-7-sulfo-2-naphthoic  Acid  (C.  A.  nomen.) 
See,  1 :  7-Dihydroxy-6-naphthoic-3-sulfonic  Acid 

Dihydroxy-tartaric  Acid 

Dioxy-tartaric  Acid 

C:(OH)2.COOH 


C:(OH)2.COOH 


—  C4H6O8  = 


230 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — By  oxidation  of  tartaric  acid  with  strong  nitric  acid  in 
presence  of  oleum 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  168  ' 
Dyes  Derived  from  Dihydroxy-tartaric  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

PYRAZOLONE  DYE 

23 

Tartrazine 

I  '14:—  272,477 

Phenyl-hydrazine-p- 

A 

M'17:—      ? 

sulfonic  Acid  (2  mols) 

M'18:—      ? 

M'19:—      ? 

I  '20:—  47,877 

M  '20:—  701,722 

3:6-Dihydroxy-9-xanthene-proprionic    Acid,    7-Lactone    (C.    A. 

nomen.) 

See,  Resorcinol-succinein 

£-(0-Dimethylamino-anilino) -phenol  (C.  A.  nomen.) 

See,  4J3imethylamino^'-hydroxy-diphenylamine 

Dimethylamino-azo-benzene-disulfonic  Acids 

5-Dimethylammo-o :  p'-azo-bis(6enzene-sulfonic    Acid)      (C.    A. 
nomen.  for  7) 

6-Dimethylamino-w :  p/-azo-bis(6enzene-sulfonic    Acid)     (C.    A. 
nomen.  for  II) 


H03S 


and 


(I) 


(II) 


S03H 


=  385 


DYES  CLASSIFIED  BY  INTERMEDIATES 


231 


FORMATION. — The  compound  represented  by  " Formula  I"  is  prepared 
by  coupling  diazotized  sulfanilic  acid  with  dime  thy  1-aniline-w- 
sulfonic  acid  (prepared  by  sulfonating  dimethyl-aniline).  The  iso- 
meric  compound  represented  in  all  probability  by  "Formula  II," 
is  made  by  direct  sulfonation  of  dimethylamino-azo-benzene  by 
means  of  oleum 

LITERATURE.— Ger.  Pat.  80434,  Methods  (b)  and  (a).     Frdl.  4,  490 
Cf.  Ullmann,  Enzy.  tech.  Chemie,  2,  81 

Dye  Derived  from  Dimethylamino-azo-benzene-disulfonic  Acids 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

628 

OXAZINE  DYE 

Gallocyanine  MS 

I  '20:—         22 

Gallic  Acid 

M 

^-Dimethylamino-benzaldehyde 
HCO 

0  : 

N(CH3)2 

FORMATION. — -Dimethyl-aniline  is  changed  into  dimethylamino-benzyl 
alcohol  by  treatment  with  hydrochloric  acid  and  formaldehyde. 
This  is  then  oxidized  by  adding  nitroso-dimethyl-aniline  directly 
to  the  crude  alcohol,  resulting  in  the  formation  of  dimethylamino- 
benzylidene-amino-dimethyl-aniline,  (CH3)2N.C6H4.CH:  N.C6H4.- 
N(CH3)2.  This  latter  by  treatment  with  nitrous  acid  or  formalde- 
hyde forms  pure  p-dimethylamino-benzaldehyde 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  2,  307 
Lange,  Zwischenprodukte,  #333-335 


232  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  />-Dimethylamino-benzaldehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TEIPHENYL-METHANE 

DYE 

529 

Acid  Violet  6B 

Ethyl-sulfobenzyl- 
aniline  (2  mols) 
[Oxidation] 

A 

564 

Naphthalene  Green 
V 

I  >14:—  22,144 
I  '20:—    9,291 

Dimethyl-aniline 
m-Xylene 

A 

/>-Dimethylamino-benzoyl  Chloride 
OCC1 

r=C9Hi0ClNO  =  183.5 

'(CH3)2 

FORMATION. — From  dimethyl-aniline  by  action  of  phosgene 
LITERATURE. — Beil.,  2,  1271 

Dye  Derived  from  />-Dimethylamino-benzoyl  Chloride 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

533  . 

Acid  Violet  7BN 

Methyl-diphenylamine- 

A 

sulf  onic  Acid  (2  mols) 

Dimethylamino-benzoyl-methyl-aniline 

Dime  thy  lamino-benzo-methyl-aniline  (Schultz  nomen.) 
p-Dimethylamino-Af-methyl-frenzanilide  (C.  A,  nomen.) 

CH3 


(CH3)2N 


\ 


O.N 


nrCi6Hi8N20=^254 


DYES  CLASSIFIED  BY  INTERMEDIATES 


233 


FORMATION. — Dimethyl-aniline  reacting  with  phosgene  forms  p-di 
methylamino-benzoyl  chloride,  which  latter  unites  with  methyl 
aniline  to  form  the  p-dimethylamino-benzoyl-methyl-aniline 

LITERATURE.— Cf.  Ger.  Pat.  41751,  44077 

Cf.  Georgievics  and  Grandmougin,  Dye  Chemistry,  174 

Dye  Derived  from  Dimethylamino-benzoyl-methyl-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DlPHENYL-METHANE 

DYE 

493 

Auramine 

I  '14:—  449,276 
M'17:—      ? 

Dimethyl-aniline 

B 

M'18:—  45,634 
M  '19  :—127,567 
MJ20:—      ? 

I  }20:—  74,414 

6-(/>-Dimethylamino-benzyl)-W:  JV-dimethyl-metanilic  Acid  (C.  A. 

nomen.) 

See,  p:  p'-Tetramethyl-diamino-diphenylmethane-sulfonic 
Acid 

5-  Dimethylamino-  a-  (p-  dimethylamino-  phenyl)-  a-  hydroxy-  o- 
foluene-sulfonic  Acid  (C.  A.  nomen.) 

See,   p:  p'-Tetramethyl-diamino-benzohydrol-sulfonic  Acid 


(Dimethylamino-hydroxy-benzoyl)  -benzoic  Acid 

o-(4-Dimethylamino-2-hydroxy-benzoyl)-6enzoic  Acid  (C.  A.  no- 
men.) 

OH 


FORMATION.  —  By  condensing  phthalic  anhydride  and  w-dimethylamino- 
phenol 


234 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITERATURE. — Georgievics  and  Grandmougin,  Dye  Chemistry,  232 

Lange,  Zwischenprodukte,  #1394,  1395  (Note  Lange's 
formula  is  at  variance  with  structure  given  above,  which, 
however,  corresponds  to  the  generally  accepted  formula) 

Dyes  Derived  from  (Dimethylamino-hydroxy-benzoyl) benzole  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

575 

XANTHONE  DYES 
Rhodine  12GM 

Resorcinol  Methyl 
Ether 
[Ethyl  esterification] 

B 

576 

Rhodamine  3G 

I  '14:—  19,568 
I  '20:—       855 

3-Amino-p-cresol 
[Ethyl  esterificationj 

B 

577 

Rhodine  2G 

Ethyl-w-amino-phenol 
[Ethyl  esterification] 

B 

578 

Rhodamine  12GF 

Resorcinol 
[Formaldehyde; 
esterification] 

B 

4-Dimethylamino-4'-hydroxy-diphenylamine 

p-(p-Dimethylammo-anilino) -phenol  (C.  A.  nomen.) 


(CH3)2N 


NH 


H       — 


FORMATION. — (1)  Dimethyl-p-phenylene-diamine  is  heated  with  the 
hydrochloride  of  p-amino-phenol.  (2)  Dimethyl-p-phenylene- 
diamine  and  phenol  are  simultaneously  oxidized  and  the  product 
carefully  reduced 

LITERATURE. — Lange,  Zwischenprodukte,  #1644 
Lange,  Swefelfarbstoffe,  145;  157 


DYES  CLASSIFIED  BY  INTERMEDIATES  235 

Dye  Derived  from  4-Dimethylamino-4/-hydroxy-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

728 

SULFUR  DYE 
Immedial  Sky  Blue 

M'17:—      ? 

[S+NasS] 

S 

4-Dimethylamino-3/-methoxy-benzophenone  (C.  A.  nomen.) 
Me  thoxy  -dimethy  lamino-benzophenone 


N(CH3): 


FORMATION. — 10  parts  of  ra-methoxy-benzanilide,  14  parts  of  dimethyl- 
aniline  and  7  parts  of  phosphorus  oxychloride  are  heated  together 
carefully  on  the  water  bath  at  90°.  The  melt  is  treated  with  50 
parts  of  water  and  5  parts  of  hydrochloric  acid,  and  the  yellow  brown 
solution  warmed  to  70-80°  until  the  color  has  disappeared,  which 
indicates  the  completion  of  the  splitting  off  of  the  aniline.  More 
water  is  now  added,  the  precipitate  filtered,  washed,  dried,  and 
crystallized  from  two  parts  of  alcohol.  From  the  filtrate  aniline 
and  dimethyl-aniline  can  be  recovered 

LITERATURE. — Lange,  Zwischenprodukte,  #1383 

Dye  Derived  from  4-Dimethylamino-3'-methoxy-benzophenone 


Schultz 
Number 
for  Dye 

Ordinary  Nome  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

547 

Ketone  Blue  4BN 

Methyl-diphenylamine 
[Sulfonation] 

A 

£-Dimethylamino-W-methyl-&enzanilide  (C.  A.  nomen.) 
See,  Dimethylamino-benzoyl-methyl-aniline 


236  DYES  CLASSIFIED  BY  INTERMEDIATES 

2-Dimethylamino-8-naphthol-6-sulfonic  Acid 

See,  Dimethyl-gamma  Acid 

7-Dimethylamino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.) 
See,  Dimethyl-gamma  Acid 

5-Dimethylammo-2-nitroso-/>-cresol  (OH=lt  C.  A.  nomen.) 
Nitroso-dimethyl-m-amino-p-cresol  (OH  =  1) 

OH 


NO 


180 


CH3 


FORMATION.  —  3-Dimethylamino-p-cresol  (OH  =  1)  [which  can  be  ob- 
tained by  decomposing  diazo-dimethyl-o-toluidine  in  an  acid  solu- 
tion] is  dissolved  in  hydrochloric  acid,  cooled  to  0°  C.,  and  nitrosified 
with  aqueous  solution  of  sodium  nitrite 

LITERATURE.  —  Lange,  Zwischenprodukte,  #1089 

Dye  Derived  from  5-Dimethylamino-2-nitroso-£-cresol 


Schultz 
Numbei 
jar  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Uesd  and  Notes 

Dye 
Appli- 
cation 
Class 

621 

OXAZINE  DYE 
Cresyl  Blue  2BS 

p-Phenylene-diamine 

B 

m-Dimethylamino-^henol  (C.  A.  nomen.) 

m-Hydroxy-dimethyl-aniline 

Dimethyl-m-amino-phenol 

*OH 

lN(CH3)2 

FORMATION. — By   caustic   soda   fusion   of   dime  thy  1-aniline-m-sulfonic 
acid,  prepared  by  sulfonating  dimethyl-aniline  with  oleum 

LITERATURE. — Lange,  Zwischenprodukte,  #603-606,  2263 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  m-Dimethylamino-phenol 


237 


Schult: 
Numbei 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

568 

XANTHONE  DYES 
Pyronine  G 

m-Dimethylamino- 
phenol  (2  mols) 
[Oxidation] 

B 

569 

Acridine  Red  B 

m-Dimethylamino- 
phenol  (2  mols) 
[Oxidation] 
or 
[Oxidation  of  Pyronine 
G  with  KMnO4] 

B 

570 

Rhodamine  S 

I  '14:—       600 
I  '20:—       273 

m-Dimethylamino- 
phenol  (2  mols) 
[Succinic  Anhydride] 

A 

Dimethyl-aniline 

N:  JV-Dimethyl-aniline  (C.  A.  nomen.) 

N(CH3)2 


STATISTICS. — Imported  '14: —  48,642  Ibs. 
Manufactured  '17:— 2,847,093  Ibs. 
Manufactured  '18:— 4,263,458  Ibs. 
Manufactured  '19:— 3,559,654  Ibs. 
Manufactured  '20:— 5,447,107  Ibs. 

FORMATION. — By  heating  aniline  and  methanol  (methyl  alcohol)  in  an 
autoclave  in  the  presence  of  sulfuric  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  62 
Lange,  Zwischenprodukte,  #129 


238 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Dimethyl-aniline 


Schult? 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

32 

Butter  Yellow 

I  '14:—    4,062 

Aniline 

ss 

OH  Yellow 

M'17:—  33,180 

M'18:—  27,669 

M'19:—  31,156 

M'20:—  74,182 

124 

Diazine  Green  S 

I  '14:—    1,340 

p-Tolylene-diamine 

B 

o-Toluidine 

Aniline  or  o-Toluidine 

or 

Safranine 

138 

Helianthine 

I  '14:—       500 

Sulfanilic  Acid 

A 

Methyl  Orange 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

AURAMINES 

493 

Auramine 

I  '14:—  449,276 

Dimethylamino-benzo- 

B 

M'17:—      ? 

methylaniline 

M'18:—  45,634 

M'19:—  127,567 

I  '20:—  74,414 

M'20:—      ? 

TRIPHENYL-METHANE 

DYES 

495 

Malachite  Green 

I  '14:—  183,852 

Dimethyl-aniline 

B 

M'17:—  130,229 

(2  mols) 

M'18:—  290,416 

Benzaldehyde 

, 

M'19:—  560,301 

[Oxidation] 

I  '20:—       100 

M'20:—  654,237 

496 

Setoglaucine  0 

I  '20:—    1,102 

Dimethyl-aniline 

B 

(2  mols) 

o-Chloro-benzaldehyde 

[Oxidation] 

497 

New  Fast  Green  2B 

I  '14:—  44,595 

Dimethyl-aniline 

B 

Victoria  Green  3B 

(2  mols) 

2:  5-Dichloro-benzalde- 

hyde  - 

[Oxidation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Dimethyl-aniline  (continued) 


239 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TBIPHENYL-METHANE 

DYES  (continued) 

510 

Azo  Green 

Dimethyl-aniline 

M 

(2  mols) 

w-Nitro-benzaldehyde 

Salicylic  Acid 

[Oxidation] 

515 

Methyl  Violet 

I  '14  :—255,063 

Dimethyl-aniline 

B 

M'17:—  375,107 

(3  mols) 

M  '18:—  632,196 

[Phenol] 

M'19:—  574,436 

[Oxidation] 

I  '20:—    3,312 

M  '20:—  600,873 

516 

Crystal  Violet 

I  '14:—  51,872 

Ketone 

B 

M'17:—      ? 

or 

M'18:—      ? 

Dimethyl-aniline 

M'19:—      ? 

(3  mols) 

I  '20:—    2,919 

Phosgene 

M'20:—      ? 

or 

Hydrol 

[Oxidation] 

517 

Methyl  Violet  5B 

I  '14:—  22,387 

[Benzylation  of  Methyl 

B 

Benzyl  Violet 

I  '20:—    3,313 

Violet] 

M'17:—      ? 

or 

. 

Benzyl-chloride 

Dimethyl-aniline 

(3  mols) 

[Phenol] 

519 

Methyl  Green 

[Methyl  Chloride  of 

B 

Methyl  Violet] 

or 

Dimethyl-aniline 

(3  mols) 

[Phenol  and  Methyl 

' 

Chloride] 

240 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Dimethyl-aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufactuie 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-  METHANE 

DYES  (continued) 

523 

Fast  Green 

I  '14:—  14,347 

m-Nitrobenzaldehyde 

A 

I  '20:—  10,461 

Dimethyl-aniline 

(2mols) 

• 

Benzyl-chloride 

(2  mols) 

[Sulfonation,  Oxidation] 

564 

Naphthalene 

I  '14:—  22,144 

p-Dimethylamino- 

A 

Green  V 

I  '20:—    9,291 

benzaldehyde 

w-Xylene 

THIAZINE  DYES 

659 

Methylene  Blue 

I  '14:—  185,958 

Dimethyl-aniline 

B 

M  '17:—  268,435 

(2  mols) 

M  '18  :—312,572 

[Naa&Os,  etc.] 

M'19:-HL65,992 

or 

I  '20:—    2,053 

Nitroso-dimethyl- 

M  '20:—  577,264 

aniline 

[NasSaOs,  etc.] 

or 

Dimethyl-p-phenylene 

diamine 

[NaaSaOs,  etc.] 

660 

Methylene  Green  0 

I'  14:—  30,812 

Dimethyl-aniline 

B 

M'18:—      ? 

(2  mols) 

M'19:—    2,435 

[Na^Oa,  Nitration] 

I  '20:—    1,049 

or 

Nitroso-dimethyl- 

aniline 

[NaaS-A,  etc.;    Nitra- 

tion] 

or 

Dimethyl-p-phenylene- 

diamine 

[Naa&Os,  etc.;    Nitra- 

tion] 

or 

[Methylene  Blue 

nitrated] 

661 

Thionine  Blue^G  0 

I  '14:—  18,618 

Ethyl-methyl-aniline 

B 

I  '20:—       330 

[Nas&Os,  etc.] 

DYES  CLASSIFIED  BY  INTERMEDIATES  241 

N:N-Dimethyl-p:  />'-azo-bisaniline  (C.  A.  nomen.) 
See,  Dimethyl-p :  p'-diamino-azo-benzene 

2: 2/-Dimethyl-l :  I'-bianthraquinone  (C.  A.  nomen.) 
2:  2'-Dimethyl-l :  I'-dianthraquinonyl 


==C30Hi804  — 442 


FORMATION. — l-Amino-2-methyl-anthraquinone  is  dissolved  in  sulfuric 
acid  and  sodium  nitrite  added.  The  isolated  and  dried  diazonium 
sulfate  is  stirred  into  acetic  anhydride,  and  copper  powder  added. 
Nitrogen  is  evolved  and  the  combination  takes  place,  forming  the 
bianthraquinone  derivative 

LITERATURE. — Lange,  Zwischenprodukte,  #3491-3493 

Cain,  Intermediate  Products  (2d  Ed.),  261 

Dyes  Derived  from  2 : 2/-Dimethyl-l :  I'-bianthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

760 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Indanthrene 
Gold  Orange  G 
Pyranthrone 

I  '14:—  20,092 
I  '20:—    7,617 

[2  mols  E^O  removed] 

V 

761 

Indanthrene 
Gold  Orange  R 

I  '14:—  50,496 
I  '20:—  35,338 

[2  mols  EfeO  removed, 
Chlorination] 
[or  Pyranthrone   760, 
chlorinated] 

V 

762 

Indanthrene 
Scarlet  G 

I  '14:—         99 
I  '20:—       399 

[2  mols  H^O  removed, 
Bromination] 
[or  Pyranthrone    760, 
brominated] 

V 

242 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dimethyl-/>  :  />'-diamino-azo-benzene 

N:  AT-Dimethyl-p  :  p'-azo-bisaniline  (C.  A.  nomen.) 


(CH3)2N 


=  Ci4H16N4  =  240 


FORMATION.  —  (1)  By  coupling  of  diazotized  p-nitro-aniline  with  di' 
methyl-aniline  and  subsequent  reduction  with  sodium  sulfide. 
(2)  By  coupling  of  diazotized  p-amino-acetanilide  with  dimethyl- 
aniline  and  splitting  off  of  acetyl  group 

LITERATURE.  —  Heumann,  Anilinfarben,  3,  1467;  4,  1026 
Cf.  Lange,  Zwischenprodukte,  #1760 

Dye  Derived  from  Dimethyl-^  :  j^-diamino-azo-benzene 


Schullz 
Number 
lor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

239 

DISAZO  DYE 
AzotolC 

/3-Naphthol 

MF 

4: 4/-Dimethyl-diamino-3:  3'-ditolyl-methane 

Dimethyl-diamino-di-o-tolyl-methane 
4:4'-Methylene-bis(Ar-methyl-o-foluidine)  (C.  A.  nomen.) 

/NNH.CHS      _n  „  ^  _ 

OUT  OTT  017X1 22lN  2  - 

— V^H2 \       >v>>Jl3 

FORMATION. — By    condensing    formaldehyde    and    two    molecules    of 

methyl-o-toluidine 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  104 
Lange,  Zwischenprodukte,  #1318 

Dye  Derived  from  4:4/-Dimethyl-diamino-3:3/-ditolyl-methane 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AURAMINES 

494 

Auramine  G 

I  '14:—    1,902 

[Sulfur,  Ammonium 

B 

chloride,  etc.] 

DYES  CLASSIFIED  BY   INTERMEDIATES 


243 


Dimethyl-diamino-di-o-tolyl-methane 

See,  4:  4'-Dimethyl-diamino-3  :  3'-ditolyl-methane 

2:  2-Dimethyl-l  :  I'-dianthraquinonyl 

See,  2:  2'-Dimothyl-l  :  l'-6ianthraquinone  (C.  A.  nomen.) 

Dimethyl-gamma  Acid 
2-Dimethylamino-8-naphthol-6-sulfonic  Acid 
7-Dimethylamino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.) 


HO 


H03Sl 


FORMATION. — G  acid  is  heated  with  dimethylamine  in  an  autoclave 
around  200°,  the  dimethylamino-G  acid  thus  obtained  is  fused  with 
caustic  soda  at  210-220°,  and  the  dimethyl-gamma  acid  isolated 

LITERATURE. — Lange,  Zwischenprodukte,  #2550 

Dyes  Derived  from  Dimethyl-gamma  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

206 

Diphenyl 

I  '14:—    8,642 

p-Nitro-toluene-o- 

D 

Catechine  G 

sulfonic  Acid 

p-Phenylene-diamine 

[Diphenyl  Orange  RR] 

DISAZO  DYES 

348 

Diphenyl 

I  '14:—  13,471 

Salicylic  Acid 

D 

Brown  BN 

Benzidine 

393 

Diphenyl 

M'20:—      ? 

Salicylic  Acid 

D 

Brown  3GN 

Tolidine 

N:  AT-Dimethyl-^-nitroso-aniline  (C.  A.  nomen.) 
See,  p-Nitroso-dimethyl-aniline 


244  DYES  CLASSIFIED  BY  INTERMEDIATES 

N:  W-Dimethyl-m-/>henylene-diamine  (C.  A.  nomen.) 
w-Amino-dimethyl-aniline 

N(CH3)2 


FORMATION.  —  Dimethyl-aniline  is  nitrated  with  mixed  acid,  and  the 
w-nitro-dimethyl-aniline  separated  from  the  para  isomer.  The 
w-derivative  is  now  reduced  to  dimethyl-ra-phenylene-diamine 

LITERATURE.  —  Green,  Organic  Coloring  Matter  (1908),  32 

Dyes  Derived  from  N:  ^-Dimethyl-m-phenylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

603 

ACRIDINE  DYES 
Acridine  Orange  NO 

I  '14:—    2,336 
I  '20:—     1,925 

Dimethyl-m-phenylene- 
diamine  (2  mols) 
[Formaldehyde,  Oxida- 
tion, etc.] 

B 

604 

Acridine  Orange  R 

Dimethyl-w-phenylene- 
diamine  (2  mols) 
Benzaldehyde 
[Ammonia  removal; 
Oxidation] 

B 

W:#-Dimethyl-^-phenylene-diamine  (C.  A.  nomen.) 
p-Amino-dimethyl-aniline 

N(CH3)2 


STATISTICS. — Imported          '  14 : — very  small 
Manufactured  '17: —      ? 
Manufactured  '18:—      ? 
Manufactured  '20:— 314,931 


DYES  CLASSIFIED  BY  INTERMEDIATES 


245 


FORMATION. — Dimethyl-aniline  by  action  of  nitrous  acid  forms  nitroso- 
dimethyl-aniline,  which  by  reduction  with  zinc  dust  and  hydro- 
chloric acid  furnishes  dimethyl-p-phenylene-diamine 

LITERATURE. — Lange,  Zwischenprodukte,  #561-563 

Dyes  Derived  from  AT:  W-Dimethyl-/>-phenylene-diamine 


Schultz 
Number 
lor  Dye 

Ordinary  Name  and 
Calss  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

62 

MONOAZO  DYES 
Azogalleine 

Pyrogallol 

M 

63 

Azo  Acid  Blue 

I  '14:—  45,098 
I  '20:—    4,485 

1  :  8-Dihydroxy-naph- 
thalene-4-sulf  onic  Acid 

M 

619 

INDOPHENOL 
Indophenol 

M'17:—      ? 
M'18:—      ? 
M  '19:—  126,611 
M'20:—      ? 

a-Naphthol 
[Oxidation] 

V 

627 

OXAZINE  AND 
THIAZINE  DYES 
Modern  Cyanine 

Nitroso-dimethyl- 
aniline 
Gallamide 

M 

659 

Methylene  Blue 

I  '14:—  185,958 
M  '17:—  268,435 
M'18:—  312,572 

Dimethyl-aniline 
[Naa&Os,  etc.] 

B 

I  '20:—    2,053 
M  '20:—  577,264 

660 

Methylene  Green  0 

I  '14:—  30,812 
M'18:—      ? 
M'19:—    2,435 
I  '20:—    1,047 

Dimethyl-aniline 
[Na2S20a,  etc.] 
[Nitration] 
or 
[Methylene  Blue 
nitrated] 

B 

661 

Thionine  Blue  G  0 

I  '14:—  18,618 
I  '20:—    2,030 

Ethyl-methyl-aniline 
[Nas&Os,  etc.] 

B 

246  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  N:  W-Dimethyl-/>-phenylene-diamme  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

AZINE  DYES 

669 

Neutral  Violet 

Dimethyl-p-phenylene- 

B 

diamine  (2  mols) 

w-Phenylene-diamine 

670 

Neutral  Red 

M'18:—      ? 

m-Tolylene-diamine 

B 

680 

Methylene 

I  '14:—    1,521 

Aniline  (2  mols) 

B 

Violet  BN 

M'17:—      ? 

[Oxidation] 

I  '20:—    33 

681 

Methylene  Gray  0 

I  '14:—  29,507 

Dimethyl-p-phenylene- 

B 

New  Fast  Gray 

M'17:—      ? 

diamine  (2+  mols) 

M'18:—  16,746 

[Oxidation] 

M'19:—  28,458 

I  '20:—       509 

M'20:—  31,620 

683 

Safranine  MN 

I  '14:—       198 

Aniline 

B 

M'18:—      ? 

o-  or  p-Toluidine 

M'19:—      ? 

[Oxidation] 

M'20:—      ? 

690 

Diphene  Blue  R 

I  '20:—    3,124 

s?/w-Di-p-tolyl-w- 

B 

Metaphenylene 

phenylene-diamine 

BlueR 

[Oxidation] 

SULFUR  DYES 

729 

Kryogene  Pure 

Aniline  (2  mols) 

S 

BlueR 

[S+NaaS] 

or 

[Methylene  Violet; 

S+Na^S] 

731 

Thiophor  Indigo  C  J 

a-Naphthol 

3 

[S+NaaS] 

N:  ^-Dimethyl-/>-phenylene-diamine-thiosulfonic  Acid 

p-Amino-dimethyl-aniline-thiosulfonic  Acid 
l-Amino-4-dimethylamino-benzene-2-thiosulfonic  Acid 
2-Amino-5-dimethylamino-6enzene-thiosulfonic     Acid      (C. 
nomen.) 


A. 


DYES  CLASSIFIED  BY  INTERMEDIATES 

N(CH3)2 


247 


NH 


FORMATION.  —  10  parts  of  dimethyl-p-phenylene-diamine  sulfate  are  dis- 
solved in  100  parts  of  water  and  cooled  to  0°,  and  a  cold  solution  of 
5.5  parts  of  potassium  bichromate  in  60  parts  of  water  and  18  parts 
by  volume  of  50  per  cent  acetic  acid,  is  introduced  quickly  during 
agitation.  To  the  crystal  mass  is  now  added  at  once  a  solution  of 
22  parts  of  sodium  thiosulfate  and  27  parts  of  aluminum  sulfate 
in  70  parts  of  water,  and  the  mixture  agitated  at  10-20°.  Upon 
cooling  to  0°  the  desired  product  separates  out 

LITERATURE.  —  Lange,  Zwischenprodukte,  #931 

Dyes  Derived  from  N:  W-Dimethyl-^phenylene-diamine-thiosulfonic 

Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

661 

THIAZINE  DYES 
Thionine  Blue  G  O 

I  '14:—  18,618 
I  '20:—    2,030 

Ethyl-methyl-aniline 

B 

664 

Lenco-gallo 
Thionine  DH 

Gallic  Acid 

M 

665 

Urania  Blue 

I  '14:—       132 

m-phenylene-diamine 

A 

667 

Brilliant  Alizarin 
BlueG 
Indochromine  T 

I  '14:—  19,481 
M'19:—      ? 
I  '20:—    3,214 
M'20:—      ? 

1  :  2-Naphthoquinone- 
4:  6-disulfonic  Acid 

M 

#:#'-Di-2-naphthyl-m-phenylene-diamine 

t— NH— /N— NH 


248 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — 108  parts  of  ra-phenylene-diamine,  432  parts  of  /3-naphthol 
and  2-3  parts  of  iodine  are  heated  together  at  200°  and  finally 
at  260°.  The  melt  is  powdered,  and  washed  successively  with 
dilute  caustic  soda,  hydrochloric  acid,  water,  alcohol,  and  ether. 
The  residue  is  crystallized  from  aniline.  Yield  good 

LITERATURE. — Lange,  Zwischenprodukte,  #2875,  2876 

Dyes  Derived  from  W:W'-Di-2-naphthyl-m-phenylene-diamine 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import,  and 
Manufacture 

Other  Intermediates 
sed  and  Notes 

Dye 
Appli- 
cation 
Class 

THIAZINE  DYE 

665 

Urania  Blue 

I  '14:—       132 

Dimethyl-p-phenylene- 

A 

diamine-  thiosulfonic 

Acid 

AZINE  DYE 

692 

Naphthazine  Blue 

I  '14:—    6,261 

Nitroso-dimethyl- 

A 

I  '20:—    2,249 

aniline 

2: 4-Dinitro-aniline  (C.  A.  women.) 
w-Din  itro-aniline 

NH2 

=  C6H5N304=183 

N02 

FORMATION. — Aniline  is  condensed  with  phthalic  acid,  and  the  phthal- 
anil  dinitrated.  Upon  heating  the  latter  product  with  aniline 
under  pressure  the  2 : 4-dinitro-aniline  is  split  off 

LITERATURE. — Lange,  Zwischenprodukte,  #539 

Dyes  Derived  from  2 : 4-Dinitro-aniline 


ScKultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufactwe 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYE 

59 

Wool  Violet  S 

I  '14:—       308 

Diethyl-anilme-w- 

A 

M'18:—      ? 

sulfonic  Acid 

M'19:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 

m-Dinitro-aniline 

See,  2:  4-Dinitro-cmiline  (C.  A.  nomen.) 

p-(2: 4-Dinitro-anilino) -phenol  (C.  A.  nomen.) 

See,  2: 4-Dinitro-4'-hydroxy-diphenylamine 

4: 8-Dinitro-anthrachrysone-2: 6-disulfonic  Acid 


240 


02N 


C( 


OH 


_  p  „  N  0  q  __  ™ 
H03s  X      OH  -C14H6N2016S2-522 

\/  \co/  \/ 

HO  N02 

FORMATION. — Anthrachrysone  is  sulfonated  and  nitrated 
LITERATURE. — Green,  Organic  Coloring  Matters  (1908),  #554  and  #557 

Dye  Derived  from  4: 8-Dinitro-anthrachrysone-2 : 6-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

ANTHRAQUINONB  AND 

ALLIED  DYE 

796 

Acid  Alizarin 

I  '20:—     1,334 

[Sodium  sulfide 

ACr 

Green  G 

reduction] 

1: 5-Dinitro-anthraflavic-3: 7-disulfonic  Acid 


HOsS/N/ 

HO\A 

N02 


CO 


N° 


S03H 


—  Ci4H6N2Oi4S2=:490 


FORMATION.— By  the  sulfonation  and  nitration  of  anthraflavic  acid 
(which  is  prepared  by  heating  m-hydroxy-benzoic  acid  with  sul- 
furic  acid  at  190°  C.) 

LITERATURE. — Thorpe,  Die.  Chemistry,  1,  84 

Cf.  Bucherer,  Lehrbuch  des  Farbenchemie,  339  (1914) 


250  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  1 : 6-Dinitro-anthraflavic-3 : 7-disulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

857 

Erweco  Alizarin 

Aniline  (2  mols) 

ACr 

Acid  Blue  R 

[Sulfonation] 

Dinitro-anthraquinone 

(1  :  5-and  1  :  8-Dinitro-anthraquinones) 


00 


O,N 


—  238 


STATISTICS. — Manufactured  '19: —      ? 

FORMATION. — The  mixed  compounds  are  obtained  from  anthraquinone, 
by  nitration  in  sulfuric  acid  solution,  and  by  pouring  the  nitration 
product  into  water 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  253 
Dyes  Derived  from  Dinitro-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Othei  I  mer  mediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

749 

SULFUR  DYE 
Anthraquinone  Black 

[S+NaaS] 

S 

790 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Anthracene 
Blue 

I  '14:—  26,642 
I  '20:—    3,539 

[Sulfonation,  Oxidation 

ACr 

801 

Anthracene 
Blue  WGG 

I  '20:—    1,500 

[Oxidation] 

M 

802 

Anthracene 
Blue  WG  new 

[Oxidation] 

M 

DYES  CLASSIFIED  BY  INTERMEDIATES 
1 : 5-Dinitro-anthraquinone 


6  — 238 


251 


O2N 


STATISTICS. — Manufactured  '20: —      ? 

FORMATION. — From  anthraquinone  in  sulfuric  acid  solution  by  nitra- 
tion with  HN03  or  NaN03.    The  mixed   1 :  5  and   1 : 8  dinitro- 
,     anthraquinones  are  recovered  by  pouring  the  nitration  mixture  into 
water.     By  extraction  of  the  mixed  dinitro-compounds  with  ace- 
tone or  alcohol,  the  1 :  5-dinitro-anthraquinone  is  left  behind 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  253 
Lange,  Zwischenprodukte,  #3218 

Dyes  Derived  from  1 : 5-Dinitro-anthraquinone 


Schuitz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

749 

SULFUR  DYE 
Anthraquinone  Black 

[S+NasS] 

S 

800 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Anthracene 
Blue  WG 

I  '14:—  54,812 
I  '20:—    2,049 

[Oxidationl 

M 

853 

Anthraquinone 
Violet 

I  '14:—    1,202 
I  '20:—    1,649 

p-Toluidine  (2  mols) 
[SulfonationJ 

ACr 

m-Dinitro-fcenzene 

N02 


STATISTICS.— Imported  '14:—  164,650  Ibs. 
Manufactured  '17:— 2,333,192  Ibs. 
Manufactured  '18:— 4,115,269  Ibs. 
Manufactured  '19:— 2,280,282  Ibs. 
Manufactured  '20:— 3,380,112  Ibs. 


252 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — By  nitration  of  nitro-benzene  or  of  benzene,  using  mixed 
acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  32 
Cf.  Lange,  Zwischenprodukte,  #543 

USES. — For    the   manufacture    of   w-nitro-aniline    and   w-phenylene- 
diamine 

2 : 2'-Dinitro-/> :  ^'-biacetanilide 

See,  Diacetyl-o:  o'-dinitro-benzidine 

2:  4-Dinitro-chloro-benzene 

See,  l-Chloro-2 :  4-dinitro-benzene  (C.  A.  nomen.) 

Dinitro-/>-cresol 

OH 

N02 
N02 


FORMATION. — Probably  by  the  dinitration  of  p-cresol 

LITERATURE.—  Cf.  Thorpe,  2,  165 

Cf.  Lange,  Schwefelfarbstoffe,  132,  381 

Dye  Derived  from  Dinitro-/>-cresol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

SULFUR  DYE 

725 

Immedial  Dark 

I  '14:—  23,887 

[S+NasS] 

S 

Brown  A 

M'18:—      ? 

Immedial  Brown  B 

Dinitro-dibenzyl-disulfonic  Acid 

2:  2'-Ethylene-bis(5-nitro-6enzene-sulfonic  Acid)  (C.  A.  nomen.) 

SO3H  HO3S 

"  ~  432 


DYES  CLASSIFIED  BY  INTERMEDIATES 


253 


FORMATION. — 12  parts  of  sodium  p-nitro-toluene-sulfonate  are  dissolved 
in  50  parts  of  hot  water,  and  treated  with  100  parts  of  sodium 
hypochlorite  solution  (2  per  cent  HOC1)  and  50  parts  of  caustic 
soda  solution  (40°)  at  70°.  At  end  of  reaction,  cooled  with  ice  to 
40°  and  after  crystallizing  several  hours,  the  product  is  filtered  off. 

LITERATURE. — Lange,  Zwischenprodukte,  #1460 

Dyes  Derived  from  Dinitro-dibenzyl-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

STILBENE  DYES 

10 

Mikado  Yellow 

I  '14:—  85,795 

Dinitro-dibenzyl-disul- 

D 

Stilbene  Yellow 

M'18:—      ? 

fonic  Acid  (2  mols) 

M'20:—      ? 

12 

Diphenyl 

Aniline 

D 

Citronine  G 

18 

Diphenyl  Fast 

I  '14:—  10,229 

Dehydrothio-toluidine- 

D 

Yellow 

sulf  onic  Acid  (2  mols) 

I  '20:—     1,102 

or  Primuline-sulfonic 

Acid  (2  mols) 

2:  5-Dmitro-diphenylamine-3':  4-disulfonic  Acid 

3:  5-Dinitro-3':  4-imino-bis(6enzene-sulfonic  Acid)  (C.  A.  nomen.) 


NO, 


S03H 


HO 


NH 


NO, 


FORMATION. — By    reaction    of    l-chloro-2: 6-dinitro-benzene-4-sulfonic 
acid  and  metanilic  acid  in  presence  of  sodium  acetate 

LITERATURE. — Lange,  Zwischenprodukte,  #1712 

Cf.  Schultz,  Farbstofftabellen,  #542 


254  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  2 : 5-Dinitro-diphenylamine-3' :  4-disulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

542 

Agalma  Green  B 

I  '14:—    2,294 

Hydrol 

A 

2:  4-Dinitro-diphenylamine-3'-sulfonic  Acid 

JV-(2:  4-Dinitro-phenyl)-metanilic  Acid  (C.  A.  nomen.) 


N02 


S03H 


NH 


=  339 


FORMATION.  —  From  chloro-dinitro-benzene  and  metanilic  acid 

LITERATURE.  —  Lange,  Zwischenprodukte,  #1673 

Cf.  Schultz,  Farbstofftabellen  (1914),  #738 

Dye  Derived  from  2:4-Dinitro-diphenylamine-3'-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Clcss  of  Dye 

Statistics  of 
Impoit  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

738 

SULFUR  DYE 
Cotton  Black 

[S+NaaS] 

S 

2:  4-Dinitro-diphenylamine-4'-sulfonic  Acid 

N-(2:  4-Dinitro-phenyl)-sulfanilic  Acid  (C.  A.  nomen.) 

N02 

~"  =  339 


FORMATION.  —  From  chloro-dinitro-benzene  and  sulfanilic  Acid 

LITERATURE.  —  Lange,  Zwischenprodukte,  #1673 

Cf.  Schultz,  Farbstofftabellen,  #738 


DYES  CLASSIFIED  BY  INTERMEDIATES  255 

Dye  Derived  from  2 : 4-Dinitro-diphenylamine-4'-sulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Impoit  end 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

738 

SULFUR  DYE 
Cotton  Black 

[S+NasS] 

S 

2:  4-Dinitro-4'-hydroxy-diphenylamine 

p-(2:4-Dinitro-anilino)-phenol  (C.  A.  nomen.) 


N02 


—  NH 


=  Ci2H9N305  =-  275 


STATISTICS.  —  Manufactured  1919  but  amount  not  disclosed 

FORMATION.  —  From  chloro-dinitro-benzene  and  p-amino-phenol  by 
boiling  molecular  proportions  in  an  aqueous  suspension  with 
slightly  more  than  the  theoretical  amount  of  limestone 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  73 
Lange,  Zwischenprodukte,  #1670 

Dyes  Derived  from  2:  4-Dinitro-4'-hydroxy-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

S 

724 

SULFUR  DYES 
Immedial  Black 

I  '14:—  54,696 
M'18:—      ? 

[S+NaaS] 

* 

725 

Immedial  Dark 
Brown  A 
Immedial  Brown  B 

I  '14:—  23,887 
M'18:—      ? 

[NaOH;  S+Na^S] 

3 

726 

Pyrogene  Direct  Blue 
Pyrogene  Blue 

I  '14:—  10,934 
I  '20:—    2,498 

[Alcohol;  S+  NasS] 

S 

3:  S-Dinitro-S':  4-imino-bis(&enzene-sulfonic  Acid)  (C.  A.  nomen.) 
See,  2:  5-Dinitro-diphenylamine-3':  4-disulfonic  Acid 


256  DYES  CLASSIFIED  BY  INTERMEDIATES 

1 :  5-and  1 :  8-Dinitro-naphthalenes 

NO2      02N     NO2 

/VN 

and  I  =  Ci0H6N204=:218 

_-\/          \A/ 
02N 

STATISTICS. — Imported          '14: — very  small  amount 
Manufactured  '18:—       ? 
Manufactured  '19:—      ? 

FORMATION. — From  a-nitro-naphthalene  by  nitration 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  170 

Dyes  Derived  from  1 : 5-  and  1 : 8-Dinitro-naphthalenes 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

774 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  Black 

I  '14:—  205,439 
I  '20:—  17,421 

[Oxidationl 

M 

775 

Alizarin  Dark 
Green  W 

Phenol 
[Oxidationl 

M 

776 

Printing  Black  for 
Wool 

[Reduction! 

A 

1:  5-Dinitro-naphthalene 
a-Dinitro-naphthalene 

NO2 


—  218 


O2N 


FORMATION.  —  a-Nitro-naphthalene  is  nitrated,  resulting  in  formation 
of  1  :  5  and  1  ;  8-dinitro-naphthalenes  in  the  proportion  of  about 


DYES  CLASSIFIED  BY  INTERMEDIATES 


257 


1 :  2.  This  crude  product  is  washed  with  water  and  dried,  and 
then  extracted  first  with  carbon  disulfide  to  remove  nitro-naph- 
thalene,  and  second  with  acetone  to  remove  the  1 : 8  isomer, — 
leaving  behind  the  1 :  5  isomer.  (See  1 :  8-dinitro-naphthalene) 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  170 
Lange,  Zwischenprodukte,  #2315 

Dyes  Derived  from  1 : 5-Dinitro-naphthalene 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

SULFUR  DYE 

745 

Melanogene  Blue 

[S+NaaS] 

s 

ANTHRAQUINONE  AND 

ALLIED  DYES 

789 

Anthracene 

I  '14:—  107,778 

[Oxidation] 

M 

Blue  WR 

I  '20:—  103,913 

M'20:—      ? 

1 : 8-Dinitro-naphthalene 

0-Dinitro-naphthalene 


O2N    N02 


FORMATION. — a-Nitro-naphthalene  is  nitrated,  resulting  in  the  formation 
1 :  5  and  1 :  8-dinitro-naphthalenes  in  the  proportion  of  about  1 :  2. 
The  nitration  mass  upon  cooling  deposits  most  of  the  1 :  5-isomer, 
and  upon  pouring  this  filtrate  into  water  the  1 : 8-isomer  is  pre- 
cipitated, which  can  be  purified  by  crystallization  from  benzene. 
(See  1 :  5-dinitro-benzene) 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  170 
Lange,  Zwischenprodukte,  #2315 


258  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  1 :  8-Dinitro-naphthalene 


Schidtz 
Numbei 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermedic  tes 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

740 

SULFUR  DYES 
Fast  Black  B 

[NasS] 

S 

741 

Fast  Black  BS 

[NaaS;  Alkalies] 
or 
[Fast  Black  B;  Alkalies; 

S 

742 

Printing  Blue  for 
Wool 

[Na2S,NaHS03,NaOH] 

S 

743 

Kryogene  Brown  A 

[Na2S,NaHS03,NaOH 

S+NaaS] 

S 

750 

Kryogene  Brown  A,  G 

I  '14:—  10,313 

[NaHS08;  S+NaaS] 

S 

a-Dinitro-naphthalene 

See,  1 :  5-Dinitro-naphthalene 

0-Dinitro-naphthalene 

See,  1 : 8-Dinitro-naphthalene 

7-Dinitro-naphthalene 

1 :  3-Dinitro-naphthalene  (not  considered  herein) 

5-Dinitro-naphthalene 

1 :  6-Dinitro-naphthalene  (not  considered  herein) 

2: 4-Dinitro-phenol 
OH 

L>  W2  f^    TT    T\T    f\     ~t  Q  A 

—  OeiluN  2^5  —  Io4 

NO2 

STATISTICS. — Manufactured  '20: —    ? 


DYES  CLASSIFIED  BY  INTERMEDIATES 


259 


FORMATION. — From    chloro-dinitro-benzene    by    boiling   with    sodium 
carbonate  solution 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  113 
Lange,  Zwischenprodukte,  #577,  1121 

Dyes  Derived  from  2:4-Dinitro-phenol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

SULFUR  DYES 

720 

Sulfur  Black 

I  '14:— 

[S+NaaS] 

S 

4,923,981  (?) 

M'17:— 

9,298,631 

M'18:— 

12,385,130 

M'19:— 

14,504,770 

I  '20:—       662 

M'20:— 

16,305,037 

721 

Sulfur  Black 

[p-Amino-phenol- 

S 

Thio  Cotton  Black 

sulfonic  Acid] 

[S+Na*S] 

722 

Auronal  Black 

I  '14:—  50,879 

[S+Na2Sl 

3 

723 

Autogene  Black  EEB 

• 

[S+NaaS] 

S 

N-(2: 4-Dinitro-phenyl)-metanilic  Acid  (C.  A.  women.) 
See,  2:  4-Dinitro-diphenylamine-3'-sulfonic  Acid 

N-(2: 4-Dmitro-phenyl)-^henylene-diamine  (C.  A.  women.) 
See  4/-Amino-2:  4-dinitro-diphenylamine 

N-(2: 4-Dinitro-phenyl)-sulfanilic  Acid  (C.  A.  women.) 
See  2:  4-Dinitro-diphenylamine-4/-sulfonic  Acid 


260  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dinitro-stilbene-disulfonic  Acid 

4:  4'-Dinitro-stilbene-2  :  2'-disulfonic  Acid  (C.  A.  nomen.) 


S03H  H03S 

02N/~\—  CH  :  CH 


=  Ci4H10N2OioS2  =  430 


STATISTICS.  —  Manufactured  '19: 


FORMATION.  —  p-Nitro-toluene-sulfonic  acid  is  dissolved  in  weak  caustic 
soda  solution  and  oxidized  with  sodium  hypochlorite  solution.  If 
the  product  contains  dinitro-dibenzyl-disulfonic  acid,  it  is  again 
oxidized  with  sodium  hypochlorite  in  caustic  soda  solution. 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  39 
Lange,  Zwischenprodukte,  #1453 

Dyes  Derived  from  Dinitro-stilbene-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Othei  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

10 

STILBENE  DYES 
Mikado  Yellow 
Stilbene  Yellow 

I  '14:—  85,795 
M'18:—      ? 
M'20:—       ? 

Dinitro-stilbene-disul- 
fonic Acid  (2  mols) 

D 

11 

Mikado  Orange 
Chloramine 
Orange  G 

I  '14:—  26,010 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
M'20:—  38,287 

Dinitro-stilbene-disul- 
fonic Acid  (2  mols) 
[Reduction] 

D 

12 

Diphenyl 
Citronine  G 

Aniline  (2  mols) 

D 

13 

Polychromine  B 
Diphenyl  Orange  RR 

I  '14:—  16,113 
M'18:—      ? 

p-Phenylene-diamine 
(2  mols) 

D 

18 

Diphenyl  Fast 
YeUow 

I  '14:—  10,229 
I  '20:—    1,102 

Dehydrothio-toluidine- 
sulf  onic  Acid  (2  mols) 
or  Primuline-sulfonic 
Acid  (2  mols) 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES  261 

2: 4-Dinitro-foluene  (C.  A.  nomen.) 
w-Dinitro-toluene 


CH3 


STATISTICS.  —  Imported          '14  :  —  547,701 
Manufactured  '18:—    ? 
Manufactured  719:—  746,266 
Manufactured  '20:—  1,847,191 

FORMATION.  —  From  toluene  by  nitration  with  mixed  acid 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  34 
Lange,  Zwischenprodukte,  #789 

USES.  —  For  manufacture  of  w-tolylene-diamine 
Diphenylamine 

NH—  /"  =CiuN  =  169 


STATISTICS.  —  Imported          '14:  —  81,137 
Manufactured  '17:—     ? 
Manufactured  '  18  :—     ? 
Manufactured  '19:  —     ? 
Manufactured  '20:—     ? 

FORMATION.  —  By  heating  aniline  and  aniline  hydrochloride  together 
in  an  autoclave,  provided  with  a  replaceable  acid-proof  enamelled 
lining 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  72 
Lange,  Zwischenprodukte,  #1598-1600 


262 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Diphenylamine 


SckuUz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediated 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

134 

Metanil  Yellow 

I  '14:—  284,606 
M'17:—      ? 

Metanilic  Acid 

A 

M'18:—      ? 

M'19:—  477,143 
I  '20:—    8,456 
M  '20:—  629,437 

135 

Metanil  Yellow, 
Brominated 

Metanilic  Acid 
[Bromination] 

A 

136 

Acid  Yellow 

Metanilic  Acid 

A 

MGS,  GG 

[Sulfonation] 

139 

Orange  IV 

I  '14:—  19,020 
M'19:—      ? 

Sulfanilic  Acid 

A 

I  '20:—       608 

140 

Azoflavine  RS 
Curcumeine 

I  '14:—  39,869 
I  '20:—    5,225 

Sulfanilic  Acid 
[Nitration] 

A 

141 

Azo  Yellow  3G 

I  '14:—  114,689 
M'17:—      ? 
M'18:—      ? 

Sulfanilic  Acid 
[Nitration] 

A 

M'19:—      ? 

I  '20:—    4,818 
M'20:—      ? 

142 

Brilliant  Yellow  S 
Curcuniine 

I  '14:—    9,934 

Sulfanilic  Acid 
[Sulfonation] 

A 

150 

Fast  Yellow  N 

p-Toluidine-o-sulfonic 
Acid 

A 

203 

Yellow  Fast  To  Soap 

m-Amino-benzoic  Acid 

M 

Diphenylamine-sulfonic  Acid 

Anilino-6enzene-sulfonic  Acid  (C.  A.  nomen.) 


H03S 


NH 


DYES  CLASSIFIED  BY  INTERMEDIATES 


263 


FORMATION. — By  sulfonation  of  diphenylamine,  and  purification  from 
the  disulfonate  formed  simultaneously 

LITERATURE. — Schultz,  Die  Chemie  des  Steinkohlentheers  (3  aufl.),  1, 

181 
Lange,  Zwischenprodukte,  #1615-1617 

Dyes  Derived  from  Diphenylamine-sulfonic  Acid 


Schuliz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

538 

Methyl  Blue 

I  '14:—  50,255 

Diphenylamine-sulfonic 

B 

Cotton  Blue 

Acid  (3  mols) 

Diphenylene-imide 

See,  Carbazole 

Diphenyl-methyl-amine 

See,  N-Methyl-diphenylamine  (C.  A.  nomen.) 

Diphenyl-naphthyl-methane 

1-Naphthyl-diphenyl-raethane  (C.  A.  nomen.) 


—  (~^   TT    on/i 

v/"23JLli8 ^lr± 


FORMATION. — From  benzo-hydrol  by  heating  with  naphthalene  and 
P205  at  140°-145°  for  some  hours 

LITERATURE. — A.  Lehne,  Ueber  die  Condensation  von  Benzhydrol  und 

Naphthalin,  Ber,  13,  358  (1880) 
Richter,  Lex.  d.  Kohlenstoff  Verbindungen,  4193 


264 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dye  Derived  from  Diphenyl-naphthyl-methane 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
ca.ion 
Class 

DIPHENYL-NAPHTHYL- 

METHANE  DYE 

565 

Acid  Blue  B 

I  '14:—  180,423 

[Sulfonation] 

A 

Wool  Blue  G 

I  '20:—    1,852 

M'20:—      ? 

N:  W'-Diphenyl-m-^henylene-diamine  (C.  A.  nomen.) 
s-Dipheny  1-m-phenylene-diamin  e 

HN— /N— NH 


FORMATION. — From  resorcinol  and  aniline  by  heating  together  in  presence 
of  calcium  chloride  and  a  little  zinc  chloride  at  210° 

LITERATURE. — Green,  Organic  Coloring  Matters  (1908),  37 
Cf.  Schultz,  Farbstofftabellen,  #689 

Dyes  Derived  from  N:  #'-Diphenyl-m-phenylene-diamine 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

267 

DISAZO  DYES 
Phenylene  Black 

l-Naphthylamine-4:  7- 
disulfonic  Acid 
a-Naphthylamine 

A 

267 

Anthracite  Black 

I  '14:—         99 
M'17:—      ? 
I  '20:—       220 

Freund's  Acid 
a-Naphthylamine 

A 

689 

AZINE  DYE 
Indazine  M 

Nitroso-dimethylaniline 
(1  and  2  mols) 

B 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Diphenyl-thiourea 

See,  Thio-carbanilide  (C.  A.  nomen.) 

Disulfo  Acid  C 

2-Naphthylamine-4:  8-disulfonic  Acid  (not  con&idered  herein) 

Disulfo  Acid  E 

See,  l-Naphthol-3:  8-disulfonic  Acid 

Disulfo  Acid  F 

2-Naphthylamine-3:  7-disulfonic  Acid  (not  considered  herein) 

Disulfo  Acid  S 

See,  l-Naphthylamine-4:  8-disulfonic  Acid 


265 


N:  #'-(/>  :/>'-Ditolyl)-2:  7-naphthylene-diamine 


H 


=  C24H22N2  =  338 


FORMATION. — By  heating  2:  7-dihydroxy-naphthalene  with  p-toluidine 
and  p-toluidine  hydrochloride 

LITERATURE. — Green,  Organic  Coloring  Matters  (1908),  38 
Lange,  Zwischenprodukte,  #2886 

Dye  Derived  from  N:N'-(p:p'-"Ditolyi)-2: 7-naphthylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYE 

677 

Basle  Blue  R 

Nitroso-dimethyl- 

B 

aniline 

266  DYES  CLASSIFIED  BY  INTERMEDIATES 

N:  N'-(o:  o'-Ditolyl)-m-phenylene-diamine  (C.  A.  nomen.) 
Di-0-tolyl-w-phenylene-diamine 


CH3  H3C 

HN— /N— NH 


FORMATION. — Presumably  by   heating  resorcinol  with  o-toluidine   in 
presence  of  condensing  agent.     Cf.  Di-p-tolyl-w-phenylene-diamine 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  9,  63 

Dye  Derived  from  #:  AT-(o:o'-Ditolyl)-m-phenylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

691 

AZINE  DYE 
Metaphenylene 
BlueB 

I  '14:—        50 

Nitroso-dimethyl- 
aniline 

B 

N:  W'-(£:£'-Ditolyl)-m-phenylene-diamine  (C.  A.  nomen.) 
Di-p-tolyl-w-phenylene-diamine 


— NH— — 


FORMATION. — From  resorcinol,  p-toluidine,  and  p-toluidine  hydro- 
chloride  by  heating  together  in  presence  of  calcium  chloride  and  a 
little  zinc  chloride 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  9,  63 

Green,  Organic  Coloring  Matters  (1908),  37 


DYES  CLASSIFIED  BY  INTERMEDIATES  267 

Dye  Derived  from  W:  W'-(^:^'-Ditolyl)-m-phenylene-diamine 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cc  lion 
Class 

AZINE  DYE 

690 

Diphene  Blue  R 

I  '20:—    3,124 

Dimethyl-p-phenylene- 

B 

Metaphenylene 

diamine 

BlueR 

D  S 


DT 


See,  Diamino-stilbene-disulfonic  Acid 


See,  Dehydro-thio-p-toluidine-sulfonic  Acid 


Ebert  and  Merz  a  Acid 

See,  Naphthalene-2:  7-disulfonic  Acid 

Ebert  and  Merz  0  Acid 

Naphthalene-2:  6-disulfonic  Acid  (not  considered  here) 

Epsilon  Acid 

See,  l-Naphthol-3:  8-disulfonic  Acid 

See,  l-Naphthylamine-3 :  8-disulfonic  Acid 

and  1 : 8-Dihydroxy-naphthalene-3-sulfonic  Acid   (not  con- 
sidered herein) 

Erdmann's  M  Acid 

See,  l-Naphthylamine-6-sulfonic  Acid 

Ethoxy-benzidine 

Di-p-aminoethoxy-diphenyl 
2-Ethoxy-6enzidine  (C.  A.  nomen.  NH2=1) 

H6C20 

"~  =  Cl4Hl6N2° = 228 


268 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — Aniline  is  diazotized  and  coupled  with  phenol-p-sulfonic 
acid  and  the  product  ethylated  with  ethyl  bromide,  thus  forming, — 
benzene-azo-phenetole-sulfonic  acid.  This  is  then  reduced  in  an 
aqueous  solution  with  zinc  dust  and  caustic  soda  followed  by 
acidification  with  hydrochloric  acid,  resulting  in  preparation  of 
ethoxy-benzidine-sulfonic  acid  which  is  heated  in  an  autoclave  with 
water  (at  170°)  to  split  out  the  sulfonic  acid  group 

LITERATURE. — Weinberg,  Ber.  20,  3171 

Lange,  Zwischenprodukte,  #1224,  1249 
Heumann,  Anilinfarben  4,  380 

Dyes  Derived  from  Ethoxy-benzidine 


Schulti 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

401 

DISAZO  DYES 
Diamine  Blue  3R 

Nevile-Winther's  Acid 
(2  mols) 

D 

402 

Diamine  Blue  Black 
E 

2-Naphthol-3:7-disul- 
fonic  Acid 
Gamma  Acid 

D 

403 

Diamine  Black  BO 

Gamma  Acid  (2  mols) 

D 

404 

Diamine  Yellow  N 

M'17:—      ? 
I  '20:—       313 

Salicylic  Acid 
Phenol 
[Ethylation] 

D 

5-Ethoxy-2-hydroxy-fhionaphthene-l-carboxylic     Acid      (C.     A. 
nomen.) 

6-Ethoxy-3-hydroxy-l-thionaphthene-2-carboxylic  Acid  (German 
numbering) 


c.COOH    or 


c*H*°f     [          CH.COOH 
\/V 

l^ 


DYES  CLASSIFIED  BY  INTERMEDIATES 


269 


FORMATION. — 5-Hydroxy-o-toluidine  (amino-p-cresol)  is  acetylated  to 
protect  the  amino  group,  and  then  ethylated  with  diethyl-sulfate 
for  example.  The  resulting  2-acetamido-4-ethoxy-toluene  is 
oxidized  with  potassium  permanganate  to  2-acetamido-4-ethoxy- 
benzoic  acid.  The  acetyl  group  is  split  off  by  boiling  with  caustic 
soda,  acid  added,  and  the  amino  group  diazotized  with  sodium 
nitrite,  and  reacted  with  potassium  xanthate.  This  xanthate 
compound,  upon  being  treated  with  sodium  chloro-acetate  and 
caustic  soda,  yields  5-ethoxy-phenyl-thioglycol-o-carboxylic  acid. 
This  latter  heated  with  caustic  soda  condenses  to  5-ethoxy-2- 
hydroxy-thionaphthene-1-carboxylic  acid.  The  successive  reaction 
steps  are  as  follows: — 

HO/NNH  .  COCH, 


C2H5Or/\NH .  COCH3    "  C.HsOf^NH .  COCH, 


CH3  I    JCOOH 

.  CzaOi/Ns  .  CS .  OC2H5  _^  (XH*0/Ns .  CH2 .  COOH 

tycoon  l^ycooH 

•*»  C2H5°|/    |         ^CH .  COOH 

\/\co/ 

LITERATURE. — Lange,  Zwischenprodukte,  #2167,  2168 

Georgievics  and  Grandmougin,  Dye  Chemistry,  437 

Dyes  Derived  from  5-Ethoxy-2-hydroxy-thionaphthene-l-carboxylic 

Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  rind  Notes 

Dye 
Appli- 
cation 
Class 

913 

INDIGO  GROUP  DYES 
Helindone  Orange  R 

I  '14:—  14,511 
I  '20:—    3,155 

5-Ethoxy-2-h  y  d  r  o  x  y- 
thionaphthene-1-car- 
boxylic  Acid  (2  mols) 

V 

915 

Helindone  Fast 
Scarlet  R 

I  '14:—    4,302 
I  '20:—    3,748 

5-Ethoxy-2-h  y  d  r  o  x  y- 
thionaphthene-  1  -car- 
boxylic  Acid  (2  mols) 
r[Bromination] 

V 

270  DYES  CLASSIFIED  BY  INTERMEDIATES 

3-Ethoxy-4'-methyl-diphenylamine  (C.  A.  nomen.) 
3-Ethoxy-phenyl-4'-toly  1-amine 


C2H50 


^Ci5H17NO  =  227 


FORMATION. — 100  parts  of  w-hydroxy-phenyl-p-tolyl-amine,  20.5  parts 
of  caustic  soda  solution  (40°  ?),  200  parts  of  alcohol,  and  75  parts  of 
ethyl  chloride  are  heated  together  in  an  autoclave  at  110-120°  for 
7-8  hours 

LITERATURE. — Lange,  Zwischenprodukte,  #1624,  1625 

Dye  Derived  from  3-Ethoxy-4'-methyl-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Impoit  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

548 

Acid  Violet  6BN 

I  '14:—    6,861 

Ketone 

A 

I  '20:—    5,582 

[Sulfonation] 

2-Ethoxy-l-naphthylamine  (C.  A.  nomen.) 
See,  l-Amino-2-naphthol  Ethyl  Ether 

3-Ethylamino-4-methyl-diphenylamine 

See,  ^-Ethyl-^-phenyW-m-tolylene-diamine 

7-Ethylamino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  Ethyl-2-naphthylamine-7-sulfonic  Acid 

2-Ethylamino-8-naphthol-6-sulfonic  Acid 

See,  Ethyl-gamma  Acid 

7-Ethylamino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.) 
See,  Ethyl-gamma  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES  271 

Ethyl-amino-naphthol-sulfonic  Acid  y 
See,  Ethyl-gamma  Acid 

m-Ethylamino-phenol  (C.  A.  nomen.) 

Ethyl-w-amino-phenol 

OH 

INH  .  c2H5 

FORMATION. — Ethyl-aniline  is  sulfonated  with  23  per  cent  oleum,  the 
sodium  ethyl-aniline-m-sulfonate  isolated  and  fused  with  caustic 
potash  for  ten  hours  at  200-220° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  120 
Lange,  Zwischenprodukte,  #593-595 

Dyes  Derived  from  m-Ethylamino-phenol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  a'nd 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

571 

Rhodamine  6G 

I  '14:—  37,515 
I  '20:—    8,574 

m-Ethylamino-phenol 
(2  mols) 
Phthalic  anhydride 
[Ethyl  esterificationj 

B 

577 

Rhodine  2G 

Dimethylamino  -  hy- 
droxy  -  benzoyl  -  ben- 
zoic  Acid 

B 

[Ethyl  esterification] 

//-Ethyl-aniline  (C.  A.  nomen.) 
Ethyl-aniline 

NH .  C2H5 


272  DYES  CLASSIFIED  BY  INTERMEDIATES 

STATISTICS. — Manufactured  '17: —      ? 
Manufactured  '18:—      ? 
Manufactured  '19:— 195,161 
Manufactured  '20:—       ? 

FORMATION. — By    heating    aniline    hydrochloride    and    ethyl    alcohol 
together  in  an  autoclave 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  67 
Lange,  Zwischenprodukte,  #93 

USES. — For    preparation    of    ethyl-methyl-aniline    and    benzyl-ethyl- 
aniline 

a-(#-ethyl-anilino)-j!>-toluene-sulfonic  Acid  (C.  A.  nomen.) 
See,  Ethyl-sulfobenzyl-aniline 

Ethyl-benzyl-aniline 

See,  Benzyl-ethyl-aniline 

Ethyl-benzyl-aniline-sulfonic  Acid 

See,  Ethyl-sulfobenzyl-aniline 

2: 2/-Ethylene-bis  (5-nitro-&enzene-sulfonic  Acid)  (C.  A.  nomen.) 
See,  Dinitro-dibenzyl-disulfonic  Acid 

Ethyl-F  Acid 

See,  Ethyl-2-naphthylamine-7-sulfonic  Acid 

Ethyl-gamma  Acid 

2-Ethylamino-8-naphthol-6-sulfonic  Acid 
Ethylamino-naphthol-sulfonic  Acid  7 
7-Ethylamino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.) 

IHO 

/X,NH.C2H5 
H03Sl 


DYES  CLASSIFIED  BY  INTERMEDIATES 


273 


FORMATION. — G  acid  (2-naphthol-6 :  8-disulfonic  acid)  is  heated  with 
ethylamine  in  an  autoclave  at  about  200°.  The  ethylamino-G  acid 
thus  obtained  is  fused  with  caustic  soda  at  210-220°,  and  the  ethyl- 
gamma  acid  isolated 

LITERATURE. — Lange,  Zwischenprodukte,  #2550 

Dye  Derived  from  Ethyl-gamma  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

334 

Diphenyl  Blue  Black 

I  '14:—  26,240 

HAcid 

D 

Benzidine 

6-Ethylmercapto-2-hydroxy-rhionaphthene-l-carboxylic  Acid  (C 

A.  nomen.) 

5-Ethylthio-2-hydroxy-thionaphthene-l-carboxylic  Acid 

6-Ethylthio-3-hydroxy-l-thionaphthene-2-carboxylic   Acid    (Ger- 
man numbering) 


C2H5S 


C.COOH  or 


C2H5S 


S 


CH.COOH 
CO/ 


FORMATION. — 4-Acetamido-anthranilic  acid  is  diazotized  and  treated 
•  with  potassium  xanthate.  This  xanthate  compound  is  reacted 
with  chloro-acetic  acid  and  then  hydrolyzed  to  split  the  acetyl 
group  from  the  4-amino  radical.  This  amino  group  is  now  diazo- 
tized and  reacted  with  potassium  xanthate.  This  second  xanthate 
compound  is  treated  with  ethyl-sulfate,  resulting  in  the  formation  of 
5-ethylmercapto-phenyl-thioglycol-o-carboxylic  acid.  This  latter, 
upon  being  heated  with  caustic  soda,  condenses  to  5-ethylmercapto- 


274 


DYES  CLASSIFIED  BY  INTERMEDIATES 


2-hydroxy-thionaphthene-l-carboxylic    acid.     The    successive    re- 
action steps  are  as  follows:  — 


CH3CO  . 


CH3CO  . 


C2H60  .  SC  . 


CH3CO  .  HNs  .  CS  .  OC2H5 


.  CH2  .  COOH 


.  CH2  .  COOH 


.  CH2  .  COOH  _  C2H5S        s  .  CH2  .  COOH 
"sJCOOH 


V 

cH  . 


COOH 


LITERATURE.  —  Georgievics  and  Grandmougin,  Dye  Chemistry,  436-437 
Lange,  Zwischenprodukte,  #2175 

Dye     Derived      from      5-Ethylmercapto-2-hydroxy-thionaphthene-l- 
carboxylic  Acid 


SchuLtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
sed  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

916 

Helindone  Scarlet  S 

I  '14:—    5,515 
I  '20:—        56 

5-Ethylmercapto-2-hy- 
droxy-thionaphthene 
1-carboxylic  Acid  (2 
mols) 

JV-Ethyl-W-methyl-anUine  (C.  A.  nomen.) 

Ethyl-methyl-aniline 

Methyl-ethyl-aniline 


FORMATION. — From  ethyl-aniline  by  methylation,   or  from  methyl- 
aniline  by  ethylation 

LITERATURE. — Beil.  II,  334 


DYES  CLASSIFIED  BY  INTERMEDIATES 


275 


Dye  Derived  from  Ethyl-methyl-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufactwe 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Gloss 

THIAZINE  DYE 

661 

Thionine  Blue  GO 

1  '14:—  18,618 

Dimethyl-p-phenylene- 

B 

I  '20:—    2,030 

diamine  -  thiosulf  onic 

Acid 

[Oxidation,  etc.] 

or 

Nitroso-dimethyl- 

aniline 

[Reduction,  Oxidation, 

NaaSaOs,  etc.] 

or 

Dimethyl-p-phenylene- 

diamine 

[Naa&Os,  Oxidation, 

etc.] 

or 

Dimethyl-aniline 

[Na2S203,  etc.] 

Ethyl-a-naphthylamine 

JV-Ethyl-1-naphthylamine  (C.  A.  nomen.) 


NH  . 


STATISTICS. — Imported  '14: — 1,102  Ibs. 

FORMATION. — By  treating  a-naphthylamine  with  ethyl  bromide 

LITERATURE. — Limpricht,  Ann.  99,  117  (1856) 

Friedlaender  and  Welmans,  Ber.  21,  3124  (1888) 
Bamberger  and  Helwig,  Ber.  22,  1315  (1889) 
Thorpe,  Die.  Chemistry,  3,  587 


276  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Ethyl-a-naphthyl-amine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
sed  and  Notes 

Dye 
Appli- 
cation 
Class 

186 

MONOAZO  DYE 
Lanacyl  Violet  B 

1  '14:—    3,628 
M'17:—      ? 
M'18:—      ? 

HAcid 

A 

DlPHENYL-NAPHTHYL- 

558 

METHANE-DYE 

Victoria  Blue  R 

I  '14:—    4171 
I  '20:—         97 

Hydrol  or  Ketone 

B 

Ethyl-2-naphthylamine-7-sulfonic  Acid 
Ethyl-F  Acid 

Ethyl-j8-naphthylamine-5-sulfonic  Acid 
7-Ethylamino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 


H03S 


NH .  C2H5 


C12H13N03S  = 


FORMATION. — By  ethylation  of  2-naphthylamine-7-sulfonic  acid  by 
means  of  an  ethyl  halide  or  sodium  ethyl  sulfate,  in  an  autoclave 
at  100-110°  C.  for  several  hours 

LITERATURE. — Lange,  Zwischenprodukte,  #2385 

Dyes  Derived  from  Ethyl-2-naphthylamine-7-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

231 

DISAZO  DYES 
Cloth  Red  3B 
Extra 

I  '14:—         15 
I  '20:—         84 

o-Amino-azo-toluene 

M 

371 

Roseazurine  G 

Tolidine 
2-Naphthylamine-7- 
sulfonic  Acid 

D 

372 

Rosazurine  B 

Tolidine 
Ethyl-2-naphthyl- 
amine-7-sulf  onic  Acid 
(2  mols) 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 


277 


Ethyl-0-naphthylamine-d-sulfonic  Acid 

See,  Ethyl-2-naphthylamine-7-sulfonic  Acid 

#-Ethyl-/>-nitroso-aniline  (C.  A.  nomen.) 
See,  p-Nitroso-ethyl-aniline 

W-Ethyl-4-nitroso-o-*oluidine  (C.  A.  nomen.  NHR  =1) 
See,  Nitroso-ethyl-o-toluidine 

W-Ethyl-W-phenyl-fcenzylamine  (C.  A.  nomen.) 
See,  Benzyl-ethyl-aniline 

Ethyl-phenyl-hydrazine 

a-Ethyl-a-phenyl-Aydrazine  (C.  A.  nomen.) 


N.NH2        =C8Hi2N2=:136 

FORMATION. — Phenyl-hydrazine  is  treated  with  metallic  sodium  to 
form  the  sodium  compound,  from  which  by  means  of  ethyl  iodide 
the  ethyl-phenyl-hydrazine  is  prepared 

LITERATURE. — Thorpe,  Die.  Chemistry,  3,  53 

Dye  Derived  from  Ethyl-phenyl-hydrazine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Othei  Intermediates 
Used  and  Notes 

Dye 
Appfa 
cation 
Class 

MONOAZO  DYE 

130 

Chromazone  Blue  R 

p-Amino-benzaldehyde 
Chromotropic  Acid 

M 

^-Ethyl-^-phenyl-l-m-^olylene-diamine  (NH2,=1,C.  A.  nomen.) 
Phenyl-p-amino-ethyl-o-toluidine  (CH3=1) 
3-Ethylamino-4-methyl-diphenylamine 


NH 


278 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — A^-PhenyW-w-tolylene-diamine  (q.v.)  is  heated  for  ten 
hours  with  ethyl  bromide  at  150-175° 

• 
LITERATURE.— Ger.  Pat.  87,667,  Frdl.  IV,  85 

Beilstein,  Organische  Chemie  (3  auf.),  IV  spl.  400 
Lange,  Zwischenprodukte,  #1750,  1755,  referring  to  the 
same  patent,  gives  a  different  formula 

Dye  Derived  from  ^-Ethyl-^-phenyl-l-m-tolylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
sed  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYE 

684 

Brilliant  Rhoduline 

Nitroso-ethyl-o- 

B 

Red 

toluidine 

Ethyl-sulfobenzyl-aniline 

Benzyl-ethyl-aniline-sulfonic  Acid 
Ethyl-benzyl-aniline-sulfonic  Acid 
a-(AT-Ethyl-anilino)-p-foluene-sulfonic  Acid  (C.  A.  nomen.) 


C2H5 .  N . 


=  Ci5Hi7NO3S  —  291 


STATISTICS. — Manufactured  1919  and  1920,  but  in  undisclosed  quantities 

FORMATION. — By  sulfonation  of  benz>l-ethyl-aniline  with  20  per  cent 
oleum  at  40-50° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  69 
Cf.  Lange,  Zwischenprodukte,  #1500 


DYES  CLASSIFIED  BY  INTERMEDIATES 


279 


Dyes  Derived  from  Ethyl-sulfobenzyl-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

50 

MONOAZO  DYE 
Azo  Cardinal  G 

M'14:—      ? 

p-Nitro-aniline 

A 

502 

TRIPHENYL-METHANE 
DYES 
Guinea  Green 
Acid  Green  2BG 

I  '14:—  49,971 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
I  '20:—       278 
M'20:—      ? 

Ethyl-sulfobenzyl- 
aniline  (2  mols) 
Benzaldehyde 
[Oxidation] 

A 

503 

Night  Green  A 
Neptune  Green 
Brilliant  Milling 
Green  B 

I  '14:—  40,868 
M'19:—      ? 
I  '20:—  10,940 
M'20:—      ? 

Ethyl-sulfobenzyl- 
aniline  (2  mols) 
o-Chloro-benzaldehyde 
[Oxidation] 

A 

506 

Erioglaucine 

I  '14:—  66,526 
M'19:—      ? 
I  '20:—    6,160 
M'20:—      ? 

Ethyl-sulfobenzyl- 
aniline  (2  mols) 
Benzaldehyde-o- 
sulfonic  Acid 
[Oxidation] 

A 

529 

Acid  Violet  6B 

Ethyl-sulfobenzyl- 
aniline  (2  mols) 
Dimethyl-p-amino- 
benzaldehyde 
[Oxidation] 

A 

530 

Acid  Violet  6B 
Formyl  Violet 
Guinea  Violet 

I  '14:—  161,624 
M'17:—      ? 
M'18:—      ? 
M  '19:—      ? 
I  '20:—    3,925 
M'20:—  144,207 

Diethyl-aniline 
Ethyl-sulfobenzyl- 
aniline  (2  mols) 
[Oxidation] 

A 

662 

THIAZINE  DYE 
Thiocarmine  R 

I  '14:—    1,399 

Ethyl-sulfobenzyl-p- 
phenylene-diamine 
[Nas&Os,  etc.] 

A 

280 


DYES  CLASSIFIED  BY  INTERMEDIATES 


#-Ethyl-W-(p-sulfo-benzyl)-metanilic  Acid  (C.  A.  nomen.) 
See,  Benzyl-ethyl-aniline-disulfonic  Acid 

Ethyl-sulfobenzyl-/)-phenylene-diamine 

Benzyl-ethyl-p-phenylene-diamine-sulfonic  Acid 
p-Amino-benzyl-ethyl-aniline-sulfonic  Acid 

a-(p-Amino-Af-ethyl-anilino)-p-foluene-sulfonic  Acid   (C.  A. 
nomen.) 


C2H5— N— CH 


=  306 


NH2 

FORMATION. — Benzyl-ethyl-aniline-sulfonic  acid  is  changed  into  the 
nitroso-derivative  with  nitrous  acid,  and  this  latter  is  reduced  with 
sulfite 

LITERATURE. — Lange,  Zwischenprodukte,  #1499,  929 

Cf.  Cain,  Intermediate  Products  (2d  Ed.),  69 

Dye  Derived  from  Ethyl-sulfobenzyl-^-phenylene-diamine 


SchuLtz 
Number 
Jor  Dye 

Ordinal  y  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

THIAZINE  DYE 

662 

Thocarmine  R 

I  '14:—     1,399 

Ethyl-sulfobenzyl- 

A 

aniline 

[NasSaOs,  etc.] 

Ethyl-sulfobenzyl-^-phenylene-diamine-thiosulfonic  Acid 

a-(4-Amino-JV-ethyl-3-sulf  omercapto-anilino)-p-Zo  1  u  e  n  e  -  s  ul  f  o  n  i  c 
Acid  (C.  A.  nomen.) 


C2H5—  N—  CH2 

s.so3H 

NH2 


±=  Ci5Hi8N206S3  = 


DYES  CLASSIFIED  BY  INTERMEDIATES 


281 


FORMATION. — Ethyl-sulfobenzyl-p-phenylene-diamine  is  dissolved  in 
dilute  hydrochloric  acid,  zinc  chloride  solution  and  sodium  thio- 
sulfate  solution  added;  and  then  oxidized  quickly  with  solution  of 
sodium  bichromate 

LITERATURE. — Lange,  Zwischenprodukte,  #1501 

Dye  Derived  from  Ethyl-sulfobenzyl-^-phenylene-diamine-thiosulfonic 

Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

THIAZINE  DYE 

667 

Brilliant  Alizarin 

I  '14:—  19,481 

1  :  2-Naphthoquinone 

M 

Blue 

M'19:—      ? 

Indochromine  T 

I  '20:—    3,214 

M'20:—      ? 

6-Ethylthio-2-hydroxy-thionaphthene-l-carboxylic  Acid 

See,  5-Ethylmercapto-2-hydroxy-thionaphthene-l-carboxylic 
Acid  (C.  A.  nomen.) 

6-Ethylthio-3-hydroxy-l-thionaphthene-2-carboxylic    Acid    (Ger- 
man numbering) 

See,  5-Ethylmercapto-2-hydroxy-thionaphthene-l-carboxylic 
Acid  (C.  A.  nomen.) 

W-Ethyl-o-foluidine  (C.  A.  nomen.) 

Ethy  1-o-toluidine 
HNC2H5 
QCH,       = 

FORMATION. — From  o-toluidine  hydrochloride  and  ethyl  alcohol  by 
heating  together  in  an  autoclave  at  about  200°.  The  crude  product 
contains  considerable  o-toluidine,  which  can  be  removed  as  sulfate 
by  adding  just  sufficient  sulfuric  acid  to'  combine  with  it,  allowing 
to  cool,  and  centrifugating 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  71 
Lange,  Zwischenprodukte,  #128 


282  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  W-Ethyl-o-toluidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermedictes 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

500 

Setocyanine  0 

I  '14:—       923 

Ethyl-o-toluidine 

B 

I  '20:—    1,102 

(2  mols) 

o-Chloro-benzaldehyde 

[Oxidation] 

546 

Cyanol 

I  '14:—  40,015 

Ethyl-o-toluidine 

A 

I  '20:—    7,954 

(2  mols) 

m-Hydroxy-benzalde- 

hyde 

[Sulfonation,  Oxidation] 

THIAZINE  DYE 

x 

663 

New  Methylene  Blue 

I  '14:—  30,392 

Ethyl-o-toluidine 

B 

N 

I  '20:—       513 

(2  mols) 

[Nitroso-derivative, 

NasSaOs,  etc.] 

or 

p-Amino-ethyl-o- 

toluidine 

[NaaSaOs,  etc.] 

#-Ethyl-p-foluidine  (C.  A.  nomen.) 
Ethyl-p-toluidine 


HNC2H5 


FORMATION. — From  p-toluidine  hydrochloride  and  ethyl  alcohol  by 
heating  together  in  an  autoclave  and  purification  of  resulting 
product 

LITERATURE. — Cf.  Cain,  Intermediate  Products  (2d  Ed.),  71 
Lange,  Zwischenprodukte,  #128 
Ger.  Pat.  21,241,  Frdl.  1,  21 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dye  Derived  from  W-Ethyl-/>-toluidine 


283 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufactw  e 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

671 

AZINE  DYE 
Induline  Scarlet 

I  '14:—       198 
I  '20:—       154 

a-Naphthylamine 

AP-Ethyl-4-m-folylene-diamine  (C.  A.  nomen.  NH2=1) 
p-Amino-ethyl-o-toluidine  (CHS=1) 

NH2 

INH.CA 

CH3 

FORMATION. — From  5-nitro-ethyl-o-toluidine  (NH2  =  1)  [4-nitro-ethyl-o- 
toluidine  (CH3  =  1)]  by  reduction  with  zinc  dust  and  hydro- 
chloric acid 

LITERATURE. — Beilstein,  Organische  Chemie  (3  auf,);  IV,  601 
J.  Chem.  Soc.,  67,  247 

Dye  Derived  from  //3-Ethyl-4-m-tolylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manujactu.  e 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYE 

684 

Brilliant  Rhoduline 

Methyl-o-toluidine 

B 

Red 

Aniline 

^-Ethyl-^-tolylene-diamine  (C.  A.  nomen.) 
p-Amino-ethyl-o-toluidine 

NH.C2H5 

—  C9Hi4N2  — 150 
NH2 


284 


DYES   CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — From  4-nitroso-ethyl-o-toluidine  (NHR=  1)  by  reduction 
with  SnCl2+HCl 

LITERATURE. — -Beil.  II,  609 

Dye  Derived  from  W-Ethyl-^-tolylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

663 

THIAZINE  DYE 

New  Methylene  Blue 

N 

I  '14:—  30,392 
I  '20:—       513 

Ethyl-o-toluidine 
[Nas&Os] 

B 

Ewer  and  Pick's  Acid 

See,  Naphthalene- 1 :  6-disulfonic  Acid 

F  Acid  1 

See,  2-Naphthol-7-sulfonic  Acid 

See,  2-Naphthylamine-7-sulfonic  Acid 

2-Naphthylamine-3 :  7-disulf onic  Acid  (not  considered  herein) 
2-Amino-7-naphthol-3-sulfonic  Acid  (not  considered  herein) 
2:  7-Dihydroxy-naphthalene-3-sulfonic  Acid  (not  considered  herein) 

Formaniline 

See,  Anhydro-formaldehyde-aniline 

4-Formyl-m-&enzene-disulfonic  Acid  (C.  A.  nomen.) 
See,  Benzaldehyde-disulfonic  Acid 

o-Formyl-fcenzene-sulfonic  Acid  (C.  A.  nomen.) 
See,  Benzaldehyde-o-sulfonic  Acid 

4-Formyl-6-methyl-m-benzene-disulfonic  Acid 

See,  3-methyl-benzaldehyde-4:  6-disulfonic  Acid 

Forsling's  Acid  I 

See,  2-Naphthylamine-8-sulfonic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Forsling's  Acid  II 

See,  2-Naphthylamine-5-sulfonic  Acid 

Freund's  Acid 

l-Naphthylamine-3 : 6-disulfonic  Acid 
4-Amino-2:  7-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
a-Naphthylamine-a-disulfonic  Acid 
Alan's  a  Acid 
NH2 


285 


H03S 


S03H 


=  Ci0H9NO6S2=:303 


STATISTICS. — Imported          '14: — 5,246  Ibs. 
Manufactured  '18: —     ? 
Manufactured  '19: —     ? 

FORMATION. — Naphthalene  is  heated  with  five  parts  of  concentrated 
sulfuric  acid  for  about  8  hours  at  160-200°,  the  mixture  is  cooled 
and  two  parts  of  50  per  cent  nitric  add  are  added.  After  reacting 
for  some  time  the  nitration  mass  is  diluted  and  reduced  with  iron 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.), 
Thorpe,  Die.  Chemistry,  3,  592 
Lange,  Zwischenprodukte,  #2591 

Dyes  Derived  from  Freund's  Acid 


195 


Schultz 
Numbei 
Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermedictes 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

266 

Naphthylamine 

I  '14:—  152,141 

a-Naphthylamine 

A 

Black    D 

M'17:—      ? 

(2  mols) 

M'18:—  29,724 

M'19:—      ? 

I  '20:—    1,687 

M'20:—      ? 

267 

Anthracite  Black 

I  '14:—         99 

a-Naphthylamine 

A 

M'17:—      ? 

Diphenyl-m-phenylene- 

I  '20:—       220 

diamine 

286  DYES  CLASSIFIED  BY  INTERMEDIATES 

G  Acid  * 

2-Naphthol-6 :  8-disulfonic  Acid  (C.  A.  nomen.) 
/3-Naphthol-/3-disulfonic  Acid 
0-Naphthol-7-disulfonic  Acid 
/3-Naphthol-disulfonic  Acid  G 
/3-Naphthol-disulfonic  Acid  7 
YAcid 


H03S 
H03S 


OH 


STATISTICS.— Imported          14' :— 11,624  Ibs. 
Manufactured  '18:—      ? 
Manufactured  '19:— 732,192  Ibs. 
Manufactured  '20:— 1,446,605  Ibs. 

FORMATION. — Sulfonation  of  /3-naphthol  and  separation  from  the   R 
acid  simultaneously  formed 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  227 
Thorpe,  Die.  Chemistry,  3,  627 
Lange,  Zwischenprodukte,  #2659-2661 

Dyes  Derived  from  G  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYES 

38 

Orange  G 

I  '14:—  48,456 

Aniline 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

I  '20:—       100 

M  '20:—  120,874 

1  Occasionally  in  the  old  literature  G  acid  is  used  to  mean  Gamma  acid  (or 
2-Amino-8-naphthol-6-sulfonic  acid),  or  2-Naphthylamine-6: 8-disulfonic  acid,  or 
1 : 7-Dihydroxy-naphthalene-3-sulf onic  acid. 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  G  Acid  (continued) 


287 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

113 

Crystal  Ponceau 

I  '14:—       628 

a-Naphthylamine 

A 

122 

Erica  G 

I  '14:—    2,370 

Dehydro-thio-w-xyli- 

D 

M'18:—      ? 

dine 

I  '20:—    1,142 

169 

Cochineal  Red  A 

I  '14:—  32,645 

Naphthionic  Acid 

A 

M'17:—      ? 

M'18:—      ? 

M  '19:—  231,519 

M  '20:—  288,945 

DISAZO  DYES 

227 

Brilliant  Croceine  M 

I  '14:—  125,137 

Amino-azo-benzene 

A 

M'17:—      ? 

M'18:—  84,643 

M  '19:—  157,509 

I  '20:—         49 

M  '20:—  129,124 

270 

Brilliant  Croceine  9B 

Amino-G  Acid 

A 

Aniline 

RAcid 

319 

Diamine  Scarlet  B 

I  '14:—  41,175 

Benzidine 

D 

I  '20:—  10,565 

Phenol 

[Ethylation] 

DlPHENYL-NAPHTHYL- 

METHANE  DYE 

566 

Wool  Green  S 

I  '14:—  60,073 

Hydrol 

A 

M'17:—      ? 

M'19:—      ? 

I  '20:—  127,764 

M  '20:—  212,362 

Gallamic  Acid 

See,  Gallamide  (C.  A.  nomen.) 

Gallamide  (C.  A.  nomen.) 
Gallamic  Acid 
Gallic  Acid  Amide 


288 


DYES  CLASSIFIED  BY  INTERMEDIATES 
CO.NH2 


FORMATION. — From  tannin  by  boiling  with  strong  solution  of  am- 
monium sulfite  and  aqueous  ammonia  until  the  excess  of  ammonia 
has  been  driven  off.  The  amide  crystallizes  out  upon  cooling 

LITERATURE. — Green,  Organic  Coloring  Matters  (1908),  46 
Lange,  Zwischenprodukte,  #1546 

Dyes  Derived  from  Gallamide 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

627 

OXAZINE  DYES 
Modern  Cyanine 

Nitroso-dimethyl-aniline 
Dimethyl-p-phenylene- 
diamine 
[Reduction] 

M 

630 

Cyanazurine 

Nitroso-dimethyl-aniline 
Aniline 
[Reduction] 

M 

637 

Gallamine  Blue 

I  '14:—    2,756 
I  '20:—  16,446 

Nitroso-dimethyl-aniline 

M 

638 

Amido  Gallamine 
Blue 

Nitroso-dimethyl-aniline 
[Ammonia,  Reduction] 

M 

641 

Coreine  RR 
Coelestine  Blue  B 

I  '14:—    1,320 
I  '20:—         44 

N  itroso-diethyl-aniline 
or  Diethylamino-azo- 
benzene 

M 

646 

Coreine  AR 

Nitroso-diethyl-aniline 
or  Diethylamino-azo- 
benzene 
Aniline 
[Sulfonation] 
or 
[Coreine  RR;   Aniline; 
Sulfonation] 

M 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Gallanilic  Acid 

See,  Gallanilide  (C.  A.  nomen.) 

Gallanilide  (C.  A.  nomen.) 
Gallanilic  Acid 
Gallic  Acid  Anilide 


289 


CO— NH 


4  — 245 


H 

STATISTICS. — Manufactured  '19: —      ? 
.a  Manufactured  '20 :—      ? 

FORMATION. — From  tannin  by  heating  with  aniline 

LITERATURE. — Green,  Organic  Coloring  Matters  (1908),  46 
C/.  Lange,  Zwischenprodukte,  #1546 

Dye  Derived  from  Gallanilide 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYE 

639 

Gallanilic  Violet  R,  B 

Ni  tr  oso-dimethy  1-  (or 

M 

diethyl-)  aniline 

Gallic  Acid 

3:4:  5-Trihydroxy-benzoic  Acid 

COOH 


STATISTICS.  —  Imported  '14:  —  61,644  Ibs. 

Manufactured  regularly,  but  in  amounts  that  are  not 
yearly  disclosed 


290 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — From  nut  galls  (Chinese  or  Aleppo)  by  action  of  ferments 
or  acids,  and  subsequent  extraction  and  crystallization 

LITERATURE. — Green,  Organic  Coloring  Matters  (1908),  46 
Lange,  Zwischenprodukte,  #1112 

Dyes  Derived  from  Gallic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

599 

Galleine 

I  '14:—  15,404 

Phthalic  Anhydride 

M 

M'19:—      ? 

Gallic  Acid  (2  mols) 

I  '20:—    5,075 

M'20:—      ? 

601 

Coeruleine  S 

I  '14:—    3,404 

Phthalic  Anhydride 

M 

M'19:—      ? 

Gallic  Acid  (2  mols) 

I  '20:—    9,392 

[Dehydration] 

or 

[Galleine  dehydrated] 

OXAZINE  DYES 

622 

Delphine  Blue  B 

M'17:—      ? 

Nitroso-dimethylaniline 

M 

M'18:—      ? 

Aniline 

M'19:—  43,827 

[Sulfonation] 

I  '20:—  29,643 

or 

M  '20:—  76,719 

[Gallocyanine,  Aniline, 

Sulfonation] 

624 

Modern  Violet  N 

I  '20:—    5,688 

Nitroso-dimethylaniline 

M 

[C02  split  off] 

or 

* 

[Gallocyanine  heated] 

625 

Chrome  Heliotrope 

Nitroso-methyl-aniline 

M 

[Reduction] 

626 

Gallocyanine 

I  '14:—  78,253 

Nitroso-dimethylaniline 

M 

M'17:—      ? 

M  '18:—  435,460 

M'19:—  365,243 

I  '20:—  12,414 

M'20:—  70,169 

DYES  CLASSIFIED  BY  INTERMEDIATES 


291 


Dyes  Derived  from  Gallic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYES 

(continued) 

628 

Gallocyanine  MS     . 

I  '20:—         22 

Dimethylamino-azo- 

M 

benzene-disulfonic 

Acid 

or 

Nitroso-dimethyl- 

aniline 

[Sulfonation;  Oxidation 

629 

Gallogreen  DH 

Nitroso-dimethyl- 

M 

Modern  Blue 

aniline 

[Formaldehyde,  Reduc- 

tion] 

or 

[Gallocyanine,  Formal- 

dehyde, Reduction] 

631 

Chromocyanine  V 

M'18:—      ? 

Nitroso-dimethyl- 

M 

M'19:—      ? 

aniline 

• 

I  '20:—    1,287 

[Sulfonation] 

M'20:—      ? 

or 

[Gallocyanine,  Sulfites] 

632 

Ultra  Violet  LGP 

I  '14:—    4,368 

Nitroso-dimethyl- 

M 

aniline  (2  mols) 

Gallic  Acid  (2  mols) 

633 

Indalizarine  R 

I  '20:—       551 

Nitroso-dimethyl- 

M 

aniline 

[Sulfonation] 

634 

Indalizarine  Green 

Nitroso-dimethyl- 

M 

aniline 

[Sulfonation;  Nitration] 

or 

[Indalizarine  nitrated] 

635 

Blue  1900  TC 

I  '20:—    1,933 

Nitroso-dimethyl- 

M 

Modern  Violet 

aniline 

[Reduction] 

292  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Gallic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYES 

(continued) 

642 

Phenocyanine  TC 

I  '20:—    4,740 

Nitroso-dimethyl- 

M 

aniline 

Resorcinol 

or 

[Gallocyanine,  Resorci- 

nol] 

643 

Phenocyanine  TV 

M'17:—      ? 

Nitroso-dimethyl- 

M 

I  '20:—    1,543 

aniline 

Resorcinol 

[Sulfonation] 

or 

* 

[Phenocyanine  sulfo- 

nated] 

644 

Ultracyanine  B 

Nitroso-dimethyl- 

M 

aniline 

Resorcinol  [Alkaline 

Condensation] 

or 

[Gallocyanine;  Resorci- 

nol;   Alkaline   Con- 

densation] 

645 

Gallazine  A 

Nitroso-dimethyl- 

M 

aniline 

Schaeffer's  Acid 

[Oxidation] 

or 

[Gallocyanine, 

Schaeffer's  Acid 

Oxidation] 

THIAZINE  DTE 

664 

Leuco-gallo 

Dimethyl-p-phenylene- 

M 

Thionine  DH 

diamine-thiosulfonic 

Acid 

DYES  CLASSIFIED  BY  INTERMEDIATES 


293 


Dyes  Derived  from  Gallic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

* 

ALLIED  DYES 

772 

Galloflavine  W 

I  '14:—      [838 

Gallic  Acid  (2  mols) 

M 

I  '20:—         24 

782 

Anthracene  Brown 

I  '14:—  115,586 

Benzoic  Acid 

M 

Alizarin  Brown 

M'17:—      ? 

or  Phthalic  Anhydride 

M'18:—      ? 

M'19:—  40,426 

I  '20:—    2,728 

M'20:—  42,840 

Gallic  Acid  Amide 

See,  Gallamide  (C.  A.  nomen.) 

Gallic  Acid  Anilide 

See,  Gallanilide  (C.  A.  nomen.) 

Gallic  Acid  Methyl  Ester 

CO.OCHs 
(    JOH       = 


H 


FORMATION. — From   gallic   acid   by   heating  with   methanol    (methyl 
alcohol)  and  hydrochloric  acid 


LITERATURE. — Green,  Organic  Coloring  Matters  (1908),  40 


294  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Gallic  Acid  Methyl  Ester 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYES 

636 

Prune 

I  '14:—    3,197 

Nitroso-dimethyl-aniline 

M 

I  '20:—    4,418 

640 

Modern  Azurine  DH 

Nitroso-dimethyl-aniline 

M 

Aniline 

Gamma  Acid 

2-Amino-8-naphthol-6-sulfonic  Acid 
Amino-naphthol-sulfonic  Acid  7 
Amino-naphthol-sulfonic  Acid  G 
G  Acid  (occasionally  in  old  literature) 
7-Amino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.) 


HO 


HO  a 

H°3S 


=  CioH9N04S  ==  239 


STATISTICS.  —  Manufactured  '18:  —        ? 

Manufactured  '19:—  155,025  Ibs. 
Manufactured  '20:—  418,456  Ibs. 

FORMATION.  —  /3-Naphthol  is  sulfonated  to  R  and  G  acids,  and  these 
two  /3-naphthol-disulfonic  acids  are  separated.  The  sodium  salt 
of  G  acid  is  heated  in  an  autoclave  with  ammonia  and  sodium 
bisulfite  solution  to  form  amino-G  acid  (2-naphthylamine-6:  8- 
disulfonic  acid).  This  latter  is  fused  in  an  autoclave  with  caustic 
soda,  thus  forming  gamma  acid. 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  236 
Lange,  Zwischenprodukte,  #2546 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Gamma  Acid 


295 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

241 
245 

DISAZO  DYES 
Neutral  Gray  G 

Nyanza  Black  B 

I  '14:—    2,546 
M'19:—      ? 
I  '20:—    3,472 
M'20:—      ? 

Aniline 
a-Naphthylamin 

p-Nitro-aniline 
a-Naphthylamine 
[p-Nitro-aniline  reduced 
after  coupling] 

D 
D 

274 

Diaminogene  BB 

I  '14:—  313,629 
I  '20:—  18,120 

Acetyl-1  :  4-naphthy- 
lene-diamine-6-sul- 
f  onic  Acid 
a-Naphthylamin 

D 

295 

Diphenyl  Fast  Black 

I  '14:—       882 

p:  p'-Diamino-ditolyl- 
amine 
w-Tolylene-diamine 

D 

297 

Benzo  Fast 
Pink  2BL 

I  '14:—    3,252 
I  '20:—    1,226 

Diamino-diphenyl-urea- 
disulfonic  Acid 
Gamma  Acid  (2  mols) 

D 

327 

Diamine  Violet  N 

I  '14:—  18,263 
M'19:—      ? 
M'20:—  92,503 

Benzidine 
Gamma  Acid  (2  mols) 

D 

328 

Diamine  Black  RO 
Dianol  Black  RW 

I  '14:—    8,253 

Benzidine 
Gamma  Acid  (2  mols) 

D 

329 

Diamine  Brown  V 

M'19:—      ? 

Benzidine 
w-Phenylene-diamine 

D 

330 

Zambesi  Brown  G 

I  '14:—    4,028 
I  '20:—    1,104 

Benzidine 
2:  7-Naphthylene-dia- 
mine-sulfonic  Acid 

D 

331 

Alkali  Dark 
Brown  GV 

Benzidine 
Nitroso-/3-naphthol 

D 

332 

Dianil  Garnet  B 
Benzo  Fast  Red 

I  '14:—    5,985 
I  '20:—    3,799 

Benzidine 
Amino-R  Acid 

D 

296 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Gamma  Acid  (continued) 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

333 

Diamine  Black  BH 

I  '14:—  619,430 

Benzidine 

D 

Oxamine  Black  BHN 

M'17:—      ? 

HAcid 

M'18:—      ? 

M'19:-485,046 

I  '20:—    5,512 

M  '20:—  803,501 

335 

Naphthamine 

I  '14:—  49,016 

Benzidine 

D 

Black  RE 

KAcid 

343 

Diamine  Fast  Red  F 

I  '14:—  50,479 

Benzidine 

D 

M'19:—  56,864 

Salicylic  Acid 

I  '20:—    4,040 

M  '20:—  115,865 

344 

Diamine  Brown  M 

I  '14:—  65,396 

Benzidine 

D 

M'18:—      ? 

Salicylic  Acid 

M'19:—  15,959 

M  '20:—  257,872 

399 

Indazurine  TS 

Tolidin 

D 

1  :  7-Dihydroxy-2-naph- 

thoic-4-sulf  onic  Acid 

402 

Diamine  Blue 

Ethoxy-benzidine 

D 

Black  E 

2-Naphthol-3:  7-disul- 

• 

fonic  Acid 

403 

Diamine  Black  BO 

Ethoxy-benzidine 

D 

Gamma  Acid  (2  mols) 

TRISAZO  DYES 

436 

Columbia  Black  FF 

I  '14:--402,997 

l-Naphthylamine-6- 

D 

M  '18:—      ? 

and  7-sulfonic  Acids 

M'19:—      ? 

ra-Phenylene-diamine 

I  '20:—  23,350 

p-Phenylene-diamine 

M'20:—      ? 

437 

Iso-Diphenyl 

Resorcinol 

D 

Black  R 

p-Phenylene-diamine 

w-Phenylene-diamine 

DYES  CLASSIFIED  BY  INTERMEDIATES 


297 


Dyes  Derived  from  Gamma  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

440 

TRISAZO  DYES 
(continued) 
Direct  Indigo 
Blue  BK 

Benzidine 
w-Amino-p-cresol 
Methyl  Ether 
Gamma  Acid  (2  mols) 

D 

442 

Direct  Black  V 

I  '14:—  145,738 

Benzidine 
2R  Acid 
a-Naphthylamine 

D 

444 

Cr.irnpsall  Direct 
Fast  Brown  B 

Benzidine 
Salicylic  Acid 
Aniline 

D 

461 

Coomassie  Union 
Blacks 

1  :  4-Naphthylene-dia- 
mine-2-sulfonic  Acid 
w-Phenylene-(or  Toly- 
lene-)  diamine  or 
Resorcinol  (2  mols) 

D 

472 

ChloramineBlueHW 

Benzidine 
2:  5-Dichloro-aniline 
HAcid 

D 

473 
491 

Diamine  Black  HW 

TETRAKISAZO  DYE 
Dianil  Black  PR 

I  '20:—       342 

Benzidine 
p-Nitro-aniline 
HAcid 

Benzidine  sulf  onic  Acid 
Gamma  Acid  (2  mols) 
w-Phenylene-diamine 
(2  mols) 

D 
D 

G  R  Acid 

See,  l-Naphthol-3:  6-disulfonic  Acid 


298  DYES  CLASSIFIED  BY  INTERMEDIATES 

H  Acid 

l-Amino-8-naphthol-3 :  6-disulf onic  Acid 
Amino-naphthol-disulfonic  Acid  H 
8-Amino-l-naphthol-3 :  6-disulf  onic  Acid  (C.  A.  nomen.) 

HO     NH2 


H03S 


S03H 


STATISTICS.— Imported  '14:—  96,296  Ibs. 
Manufactured  '17:— 3,089,273  Ibs. 
Manufactured  '18:— 3,837,534  Ibs. 
Manufactured  '  19:— 2,883,228  Ibs. 
Manufactured  '20:— 5,180,993  Ibs. 

FORMATION. — Naphthalene  is  trisulfonated  with  oleum,  and  then  nitrated 
and  reduced  with  iron,  resulting  in  the  formation  of  Koch  acid  or 
1-naphthy  lamine-3 : 6 :  8-trisulf onic  acid.  This  latter  is  now  fused  in 
an  autoclave  with  caustic  soda,  forming  H  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  237 
Lange,  Zwischenprodukte,  #2720-2724 
Thorpe,  Die.  Chemistry,  3,  641 

Dyes  Derived  from  H  Acid 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

41 

MONOAZO  DYES 
Fast  Acid 
Fuchsine  B 

M'18:—      ? 
M'19:—  26,699 
M'20:—  30,678 

Aniline 

A 

182 

Fast  Sulf  on 
Violet  5BS 
Brilliant  Sulf  on 
RedB 

I  '14:—    4,871 
I  '20:—    4,740 

Aniline 
Benzene-  (or  Toluene-) 
sulfo  chloride 

A 

186 

Lanacyl  Violet  B 

I  '14:—    3,628 
M'17:—      ? 
M'18:—      ? 

Ethyl-a-naphthylamine 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  H  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

187 

Lanacyi  Blue  BB 

I  '14:—    4,200 

5-Amino-l-naphthol 

A 

188 

Tolyl  Blue  SR 

I  '14:—  45,038 

Phenyl-1-naphthyl- 

A 

Sulfon  Acid  Blue  R 

M'17:—      ? 

amine-8-sulf  onic  Acid 

M'18:—      ? 

M'19:—      ? 

M  '20:—  454,185 

189 

Sulf  on  Acid  Blue  B 

I  '14:—  35,560 

Tolyl-1-naphthylamine- 

A 

M'17:—      ? 

8-sulfonic  Acid 

M'19:—      ? 

M'20:—      ? 

DISAZO  DYES 

217 

Naphthol  Blue  Black 

I  '14:-431,027 

p-Nitro-aniline 

A 

Agalma  Black  10B 

M'17:—  620,218 

Aniline 

M'18:— 

^__ 

1,158,309 

M'19:— 

1,877,860 

I  '20:—       840 

M'20:— 

2,608,864 

261 

Buffalo  Black  10B 

M'17:—      ? 

Sulfanilic  Acid 

A 

M'18:—      ? 

a-Naphthylamine 

M'19:—      ? 

M'20:—      ? 

264 

Fast  Sulfon 

M'19:—      ? 

Naphthionic  Acid 

A 

Black  F 

I  '20:—    2,204 

/3-Naphthol 

M'20:—      ? 

333 

Diamine  Black  BH 

I  '14:—  619,430 

Benzidine 

D 

Oxamine  Black  BHN 

M'17:—      ? 

Gamma  Acid 

M'18:—      ? 

M'19:-485,046 

I  '20:—    5,512 

M'20:—  803,501 

300  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  H  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

334 

Diphenyl  Blue  Black 

I  '14:—  26,240 

Benzidine 

D 

Ethyl-gamma  Acid 

336 

Benzo  Cyanine  R 

I  '14:—       201 

Benzidine 

D 

l-Amino-8-naphthol-4- 

sulfonic  Acid 

337 

Diamine  Blue  2B 

I  '14:—  19,035 

Benzidine 

D 

Benzo  Blue  2B 

M'17:— 

H  Acid  (2  mols) 

1,445,059 

M'18:— 

1,523,985 

M'19:— 

1,380,335 

M'20:— 

1,789,774 

353 

Direct  Indigo 

I  '14:—    6,000 

Benzidine 

D 

Blue  BN 

1  :  7-Dihydroxy-6-naph- 

thoic-3-sulfonic  Acid 

381 

Azo  Black  Blue  B,  R 

Tolidine 

D 

w-Hydroxy-diphenyl- 

amine 

382 

Azo  Mauve  B 

M'17:—      ? 

a-Naphthylamine 

D 

* 

M'20:—      ? 

Tolidiue 

383 

Naphthazurine  B 

I  '14:—    4,782 

Tolidine 

D 

/3-Naphthylamine 

386 

Diamine  Blue  BX 

I  '14:—    1,740 

Tolidine 

D 

Benzo  Blue  BX 

M'17:—      ? 

Nevile-Winther's  Acid 

M'18:—      ? 

M'19:—  92,214 

I  '20:—    4,520 

M  '20:—  90,147 

390 

Benzo  Cyanine  B 

I  '14:—       201 

Tolidine 

D 

l-Amino-8-naphthol-4- 

sulfonic  Acid 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  H  Acid  (continued) 


301 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

391 

Diamine  Blue  3B 

I  '14:—    1,365 

Tolidine 

D 

Benzo  Blue  3B 

M'17:—  14,533 

H  Acid  (2  mols) 

M'18:—  99,645 

M  '19:—  182,946 

I  '20:—    1,124 

M  '20:—  136,891 

— 

425 

Benzo  Cyanine  3B 

I  '14:—     1,001 

Dianisidine 

D 

1  -  Amino-8-naphthol-4- 

sulfonic  Acid 

426 

Diamine  Pure  Blue 

I  '14:—  12,881 

Dianisidine 

D 

Benzamine  Pure 

M'17:—      ? 

H  Acid  (2  mols) 

Blue 

M'18:—      ? 

M'  19:—  192,350 

I  '20:—       662 

M  '20:—  223,100 

430 

Indazurine  5  GM 

Dianisidiae 

D 

1  :  7-Dihydroxy-2-naph- 

thoic-4-sulf  onic  Acid 

TRISAZO  DYES 

438 

Melogene  Blue  BH 

M'17:—      ? 

Benzidine 

D 

M'18:—      ? 

p-Xylidine 

H  Acid  (2  mols) 

439 

Direct  Indigo  Blue  A 

M'18:—      ? 

H  Acid  (2  mols) 

D 

Benzidine 

m-Amino-p-cresol 

Methyl  Ether 

441 

Diazo  Blue  Black  RS 

M'19:—       ? 

Benzidine 

D 

M'20:~       ? 

a-Naphthylamine 

H  Acid  (2  mols) 

443 

Direct  Indone 

Benzidine 

D 

BlueR 

a-Naphthylamine 

2  R  Acid 

446 

Benzo  Olive 

I  '14:—    1,149 

Benzidine 

D 

Salicylic  Acid 

a-Naphthylamine 

302  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  H  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

448 

TRISAZO  DYES 
(continued) 
Diamine  Bronze  G 

I  '14:—    4,495 

Benzidine 
Salicylic  Acid 
m-Phenylene-diamine 

D 

462 

Erie  Direct 
Black  GX 
Direct  Deep 
Black  EW 

I  '14:— 
1,246,536 
M'17:—      ? 
M'18:—      ? 
M'19:— 
7,250,007 
M'20:— 
7,736,994 

Benzidine 
Aniline 
m-Phenylene-diamine 

D 

463 

Erie  Direct 
Black  RX 
Cotton  Black  E 

I  '14:—  248,567 
M'19:—      ? 
M  '20:— 
2,050,741 

Benzidine 
Aniline 
m-Tolylene-diamine 

D 

464 

Erie  Direct 
Green  ET 

M'17:—      ? 
M'18:—      ? 
M'19:—  69,700 
M'20:—      ? 

Benzidine 
Aniline 
Phenol 

D 

467 

Diphenyl  Green  G 

I  '20:—    2,205 

Benzidine 
o-Chloro-p-nitro-aniline 
Phenol 

D 

468 

Diphenyl  Green  3G 

Benzidine 
0-Chloro-p-nitro-aniline 
Salicylic  Acid 

D 

469 

Chloramine  Black  N 

I  '14:—  39,600 
M'19:—      ? 
I  '20:—    1,763 

Benzidine 
2:  5-Dichloro-aniline 
m-Phenylene-diamine 

D 

470 

Chloramine  Green  B 

I  '14:—    1,675 
M'19:—      ? 
M'20:—      ? 

Benzidine 
2:  5-Dichloro-aniline 
Phenol 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  H  Acid  (continued) 


303 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Impoit  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYES 

(continued) 

471 

Chloramine  Blue  3G 

I  '14:—       286 

Benzidine 

D 

M'19:—      ? 

2:  5-Dichloro-aniline 

I  '20:—       882 

H  Acid  (2  mols) 

472 

Chloramine 

Benzidine 

D 

Blue  HW 

2:  5-Dichloro-aniline 

Gamma  Acid 

473 

Diamine  Black  HW 

I  '20:—       342 

Benzidine 

D 

p-Nitro-aniline 

Gamma  Acid 

474 

Diamine  Green  B 

I  '14:—  77,100 

Benzidine 

D 

Oxamine  Green  B 

M'17:—      ? 

p-Nitro-aniline 

M  '18:—  295,147 

Phenol 

M  '19:—  305,854 

I  '20:—    2,460 

M  '20:—  420,138 

~__ 

475 

Diamine  Green  G 

I  '14:—    7,329 

Benzidine 

D 

Oxamine  Green  G 

M'17:—      ? 

p-Nitro-aniline 

M'18:—  29,118 

Salicylic  Acid 

M  '19:—  136,638 

I  '20:—    1,332 

M'20:—  53,292 

Histazarin 

2 :  3-Dihydroxy-anthraquinone  (not  considered  herein) 

o-Homo-salicylic  Acid 
See,  o-Cresotic  Acid 

^-Hydrazine-benzene-sulfonic  Acid  (C.  A.  nomen.) 
See,  Phenyl-hydrazine-p-sulfonic  Acid 

a-Hydro-juglone 

1:4:  5-Trihydroxy-naphthalene  (not  considered  herein) 


304 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Hydrol 

Tetramethyl-diamino-benzohydrol 

p:  p/-Bis(dimethylamino)-6enzohydrol  (C.  A.  nomen.) 

Michler's  Hydrol 


H 


(CH3)2N 


N  (CH3)2        s=  C17H22N20  ==  270 


H 


STATISTICS.— Manufactured  '20:— 88,583  Ibs. 

FORMATION. — Dimethyl-aniline  is  condensed  with  formaldehyde  in 
presence  of  hydrochloric  acid,  and  the  resulting  product  is  oxidized 
with  lead  peroxide;  or  the  corresponding  ketone  (tetramethyl- 
diamino-benzophenone)  is  reduced  with  zinc 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  102-3 
Lange,  Zwischenprodukte,  #1358 

Dyes  Derived  from  Hydrol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

498 

Turquoise  Blue 

I  '14:—    1,541 

p-Nitro-toluene 

B 

I  '20:—    1,407 

[Oxidation] 

509 

Chrome  Green 

Benzoic  Acid 

M 

[Oxidation] 

516 

Crystal  Violet 

I  '14:—  51,872 

Dimethyl-aniline 

B 

M'17:—      ? 

[Oxidation] 

M'18:—      ? 

M'19:—      ? 

I  '20:—    2,919 

M'20:—      ? 

528 

Fast  Acid  Violet  10B 

I  '14:—  12,919 

Benzyl-ethyl(methyl)- 

A 

M'17:—      ? 

aniline-disulf  onic  Acid 

M'18:—      ? 

[Oxidation] 

M'19:—      ? 

I  '20:—  10,086 

M'20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Hydrol  (continued) 


305 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYES 

542 

(continued) 
Agalma  Green  B 

I  '14:—    2,294 

4-Chloro-3  :  5-dinitro- 
benzene-sulfonic  Acid 

A 

Metanilic  Acid 

or 

Dinitro-diphenylamine- 
disulfonic  Acid 

549 

Chrome  Violet 

I  '14:—         51 

Salicylic  Acid 
[Oxidation] 

M 

550 

Chrome  Bordeaux 

Amino-salicylic  Acid 
[Oxidation] 

M 

DlPHENYL-NAPHTHYL- 

METHANE   DYES 

558 

Victoria  Blue  R 

I  '14:—    4,171 
I  '20:—      '  97 

Ethyl-a-naphthylamine 
[Oxidation] 

B 

559 

Victoria  Blue  B 

I  '14:—  127,769 
M'17:—      ? 

Phenyl-a-naphthyl- 
amine 

B 

M'18:—      ? 
M'19:—      ? 

[Oxidation] 

I  '20:—    4,171 
M'20:—      ? 

562 

Fast  Acid  Blue  B 

I  '14:—  33,251 
I  '20:—    6,478 

l-Naphththylamine-2- 
sulfonic  Acid 
[Oxidation] 

A 

563 

New  Patent  Blue  B 

I  '14:—       595 
I  '20:—    1,814 

Naphthionic  Acid 
or 
Laurent's  Acid 

A 

[Substitution  of  -NH^ 
by  -S03Na  and  Oxida- 
tion] 

564 

Naphthalene  Green  V 

I  '14:—  22,144 
I  '20:—    9,291 

Naphthalene 
or 
Naphthalene-2:  7-disul- 
fonic  Acid 

A 

306  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Hydrol  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DlPHENYL-NAPHTHYL- 

METHANE   DYES 

(continued) 

566 

Wool  Green  S 

I  '14:—  60,073 

G  Acid 

A 

M'17:—      ? 

M'19:—      ? 

I  '20:—  127,764 

M  '20:—  212,362 

567 

Chrome  Blue 

l-Hydroxy-2-naphthoic 

M 

Acid 

[Oxidation] 

OXAZINE  DYE 

652 

New  Fast  Blue  F 

I  '14:—    2,502 

Nitroso-dimethyl- 

B 

aniline 

/3-Naphthol 

or 

[Meldola's  Blue] 

3-Hydroxy-acenaphthene 

4-Hydroxy-acenaphthene  (German  numbering) 

3-Acenaphthenol  (C.  A.  nomen.) 

CH2-CH2 


FORMATION. — From  3-amino-acenaphthene  by  diazotizing   and  then 

boiling  to  hydrolyze  the  diazo  group 
LITERATURE. — Lange,  Zwischenprodukte,  #2957 
Frdl.  10,  544 

Dye  Derived  from  3-Hydroxy-acenaphthene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

894 

INDIGO  GROUP  DYES 
Alizarin  Indigo  B 

I  '14:—       402 
I  '20:—       291 

2-Isatin  Anilide 

V 

DYES  CLASSIFIED  BY  INTERMEDIATES 
4-Hydroxy-acenaphthene  (German  numbering) 
See,  3-Hydroxy-acenaphthene 

1-Hydroxy-anthracene 

See,  1-Anthrol  (C.  A.  nomen.) 

9-Hydroxy-anthracene 

See,  9-Anthrol  (C.  A.  nomen.) 

1-Hydroxy-anthranol 

l-Hydroxy-9-anthrol 
a-Hydroxy-anthranol 
1:  9-Anthradiol  (C.  A.  nomen.) 
OH 

'° 


307 


H 

FORMATION. — 1-Hydroxy-anthraquinone  is  reduced  with  hydrosulfite 
and  alkali  or  with  stannous  chloride  and  hydrochloric  acid 

LITERATURE.— Ger.  Pat.  242,053;  Frdl.  10,  532 

Barnett,  Anthracene  and  Anthraquinone 

Dye  Derived  from  1-Hydroxy-anthranol 


SchuUz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

896 

INDIGO  GROUP  DYES 
Helindone  Blue  3GN 

I  '14:—       622 
I  '20:—    2,527 

2-Isatin  Anilide 

V 

a-Hydroxy-anthranol 

See,  1-Hydroxy-anthranol 

l-Hydroxy-9-anthrol 

See,  1-Hydroxy-anthranol 


308  DYES  CLASSIFIED  BY  INTERMEDIATES 

m-Hydroxy-  benzaldehyde 


CHO 

IOH 


-C7H602=122 


FORMATION. — From  w-amino-benzaldehyde  by  diazotizing  the  amino- 
group  and  then  boiling  until  the  nitrogen  evolution  ceases 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  145 
Lange,  Zwischenprodukte,  #461 

Dyes  Derived  from  m-Hydroxy-benzaldehyde 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

543 

TRIPHENYL-METHANE 
DYES 
Patent  Blue  V 

I  '14:—  196,228 
M'17:—      ? 
M'18:—      ? 
I  '20:—  36,420 

Diethyl-aniline  (2  mols) 
[Sulfonation,  Oxidation] 

A 

544 

Cyanine  B 

I  '14:—    8,398 
I  '20:—         24 

Diethyl-aniline  (2  mols) 
[Sulfonation,  Oxidation] 
or 
[Oxidation  of  Patent 
Blue] 

A 

545 

Patent  Blue  A 

I  '14:—  63,744 
M'18:—      ? 
I  '20:—  44,801 

Benzyl-ethyl-aniline 
(2  mols) 
[Sulfonation,  Oxidation] 

JE* 

546 

Cyanol 

I  '14:—  40,015 
I  '20:—    7,954 

Ethyl-o-toluidine 
(2  mols) 
[Sulfonation,  Oxidation. 

A 

m-Hydroxy-dimethyl-aniline 

See,  w-Dimethylamino-phenol  (C.  A.  nomen.] 


DYES  CLASSIFIED  BY  INTERMEDIATES 

m-Hydroxy-diphenylamine 

Phenyl-w-amino-phenol 
m-Anilino-phenol  (C.  A.  nomen.) 


309 


NH 


=  185 


FORMATION. — (1)  From  resorcinol  by  heating  with  aniline  and  zinc 
chloride  at  280-290°.  (2)  From  ra-amino-phenol  by  heating  with 
aniline  hydrochloride  in  an  autoclave  at  210-215° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  55 
Lange,  Zwischenprodukte,  #1613 

Dyes  Derived  from  m-Hydroxy-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

381 

Azo  Black  Blue  B,  R 

Tolidine 

D 

H  Acid 

OXAZINE  DYE 

658 

Fast  Black 

I  '14:—    1,960 

Nitroso-dimethyl- 

B 

I  '20:—    2,883 

aniline 

^-(3-Hydroxy-4-keto-l(4)-naphthylidene)-sulfanilic  Acid  (C.  A. 

nomen.) 

See,  /3-Hydroxy-naphthoquinonyl-aniline-p-sulfonic  Acid 

l-Hydroxy-naphthalene-2-carboxylic  Acid 

See,  l-Hydroxy-2-naphthoic  Acid  (C.  A.  nomen.) 

2-Hydroxy-naphthalene-3-carboxylic  Acid 

See,  3-Hydroxy-2-naphthoic  Acid  (C.  A.  nomen.) 

Hydroxy-naphthalene-sulfonic  Acids 

See,  Naphthol-sulfonic  Acids 


310  DYES  CLASSIFIED  BY  INTERMEDIATES 

l-Hydroxy-2-naphthoic  Acid  (C.  A.  nomen.) 
l-Hydroxy-naphthalene-2-carboxylic  Acid 
o-Oxy-naphthoic  Acid 
o-Naphthol-carboxylic  Acid 

OH 

/       NV/'         X.  /"</"V/"\TT  ~~  v^'ll'ti.S^-'S  AoO 

CO 

FORMATION. — a-Naphthol  is  converted  into  sodium  a-naphtholate,  and 
treated  with  the  theoretical  amount  of  carbon  dioxide  under  pressure 
and  at  120-145° 

LiTERATURE.r-Cain,  Intermediate  Products  (2d  Ed.),  240 
Lange,  Zwischenprodukte,  #775,  2308 

Dye  Derived  from  l-Hydroxy-2-naphthoic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DlPHENYL-NAPHTHYL- 

METHANE  DYES 

567 

Chrome  Blue 

Hydrol 

M 

[Oxidation] 

2-Hydroxy-3-naphthoic  Acid 

See,  3-Hydroxy-2-naphthoic  Acid  (C.  A.  nomen.) 

3-Hydroxy-2-naphthoic  Acid  (C.  A.  nomen.) 
2-Hydroxy-3-naphthoic  Acid 
2-Hydroxy-naphthalene-3-carboxylic  Acid 
/3-Oxy-naphthoic  Acid 
j3-Naphthol-carboxylic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 


311 


STATISTICS. — Imports  '14: — 2,359  Ibs. 

Manufactured  '19: —    ? 
Manufactured  '20:—    ? 

FORMATION. — jS-Naphthol  is  converted  into  the  sodium  /3-naphtholate, 
and  treated  with  the  theoretical  amount  of  carbon  dioxide  under 
pressure  and  at  200-250° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  241 
Lange,  Zwischenprodukte,  #775,  2308 

Dyes  Derived  from  3-Hydroxy-2-naphthoic  Acid 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

45 

Brilliant  Lake 

1  '14:—  31,674 

Aniline 

CL 

RedR 

I  '20:—    1,071 

152 

Lithol  Rubine  B 

I  '14:—  101,395 

p-Toluidine-o-sulfonic 

CL 

Permanent  Red  4B 

M'19:—      ? 

Acid 

I  '20:—    2,983 

M'20:—      ? 

179 

Lake  Bordeaux  B 

2-Naphthylamine-l-sul- 

CL 

fonic  Acid 

/3-Hydroxy-naphthoquinone 

1 :  2-Dihydroxy-naphthalene  (not  considered  herein) 

j3-Hydroxy-naphthoquinonyl-aniline-/>-sul£onic  Acid 

AT-(3-Hydroxy-4-keto-l(4)-naphthylidene)-sulfanilic  Acid  (C.  A, 
nomen.) 

0 


312 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — The  potassium  salt  of  1 :  2-naphthoquinone-4-sulfonic 
acid  is  condensed  with  the  sodium  salt  of  sulfanilic  acid,  splitting 
off  a  sulfonic  group  and  furnishing  the  /3-hydroxy-naphthoquinonyl- 
aniline-p-sulfonic  acid 

LITERATURE.— Lange,  Schwefelfarbstoffe,  393,139 

Lange,  Zwischenprodukte,  #2870,  2871 
Schultz,  Farbstoiftabellen,  #747 


Dye  Derived  from  /3-Hydroxy-naphthoquinonyl-aniline-£-sulfonic 

Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

SULFUE  DYE 

747 

Thional  Brown  G 

I  '14:—       110 

[S+Na2S] 

S 

I  '20:—  43,219 

4-  (^-Hydroxy-phenyl-amino)  -l-phenylamino-naphthalene-8- 
sulfonic  Acid 

8-Anilino-5-(p-hydroxy-anilino)-l-naphthalene-sulfonic  Acid   (C. 
A.  nomen.) 


H03S      NH 


NH 


OH 


FORMATION. — By   condensation   of  phenyl-l-naphthylamine-8-sulfonic 
acid  and  p-amino-phenol 


LITERATURE. — Lange,  Schwefelfarbstoffe,  425 


DYES  CLASSIFIED  BY  INTERMEDIATES 


313 


Dye  Derived  from  4-(^-Hydroxy-phenyl-amino)-l-phenylamino-naph- 
thalene-8-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

746 

SULFUR  DYE 
Thional  Green  B 
Katigene  Green 

I  '14:—  63,929 
I  '20:—  14,370 

[NaaS+S] 

S 

2-Hydroxy-fhionaphthene  (C.  A.  and  English  women.) 
3-Hydroxy-l-thionaphthene  (German  numbering) 
Thioindoxyl 


CH2     or    |       I 
/„  \A 


3, 

C4)H 


FORMATION. — Thiosalicylic  acid  with  chloro-acetic  acid  gives  phenyl 
thioglycolic-o-carboxylic  acid: 

.CH2.COOH 
COOH 

This  body,  by  heating  with  a  little  water  and  caustic  soda,  closes 
up  the  second  ring  and  forms  2-hydroxy-thionaphthene-l-carboxylic 
acid,  which  in  warm  acid  solution  decomposes,  losing  C02  and  form- 
ing 2-hydroxy-thionaphthene 

LITERATURE. — -Lange,  Zwischenprodukte,  #2148-2163 

Georgievics  and  Grandmougin,  Dye  Chemistry,  432-434 
Schultz,  Farbstofftabellen  (5  auf.),  #912 
Cain,  Intermediate  Products  (2d  Ed.),  159 


314 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  2-Hydroxy-thionaphthene 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

899 

INDIGO  GEOUP  DYES 
Ciba  Gray  G 

I  '14:—       675 

2-Isatin  anilide 
[Bromination] 

V 

900 

Ciba  Violet  3B 

I  '14:—    2,667 

2-Isatin  anilide 
[Bromination] 

V 

900 

Thio  Indigo  Violet  K 

2-Isatin  anilide 
[Bromination] 

V 

901 

Ciba  Violet  B 

I  '14:—  20,836 
I  '20:—  18,287 

2-Isatin  anilide 
[Bromination] 

V 

905 

Thio  Indigo 
Scarlet  R 

I  '20:—       270 

Isatin 

V 

906 

Thio  Indigo 
Scarlet  G 

I  '20:—    1,291 

Isatin 
[Bromination] 

V 

907 

Ciba  Scarlet  G 

I  '14:—  22,265 
I  '20:—  25,578 

Acenaphthenequinone 

V 

908 

Ciba  Red  R 

I  '14:—    1,001 

Acenaphthenequinone 
[Bromination] 

V 

912 

Thio  Indigo  Red  B 

I  '14:—    1,102 
I  '20:—       275 

2-Hydroxy-thionaph- 
thene (2  mols) 

V 

919 

Ciba  Bordeaux  B 

I  '14:—       899 
I  '20:—    1,786 

2-Hydroxy-thionaph- 
thene (2  mols) 
[Bromination] 
or 
[Bromination  of  Thio 
Indigo  Red  R] 

V 

3-Hydroxy-thionaphthene 

See,  2-Hydroxy-thionaphthene 


DYES  CLASSIFIED  BY  INTERMEDIATES  315 

2-Hydroxy-fhionaphthene-l-carboxylic  Acid  (C.  A.  nomen.) 

3-Hydroxy-(l)-thionaphthene-2-carboxylic  Acid  (German  num- 
bering) 

Thioindoxyl-carboxylic  Acid 


s\ 

C.COOH        =C9H603S  = 


FORMATION. — From  phenyl-thioglycol-o-carboxylic  acid  through  closing 
of  the  side  chain  upon  fusion  with  caustic  soda.  (The  carboxylic 
group  is  very  easily  split  off  with  the  formation  of  2-hydroxy- 
thionaphthene.)  Cf.  2-hydroxy-thionaphthene 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  159 
Lange,  Zwischenprodukte,  #2148-2163 

USES. — See  2-hydroxy-thionaphthene 

/ 

I  Acid 

See,  J  Acid 

p:  ^'-Imino-bissniline  (C.  A.  nomen.) 
See,  p:  p'-Diamino-diphenylamine 

4:4'-Imino-bis-o-foluidine  (C.  A.  nomen.  NHz=l) 
See,  p :  p'-Diamino-ditoly  1-amine 

Indanthrene 

See,  Indanthrone 

Indanthrene -sulfonic  Acid 

See,  Indanthrone-sulfonic  Acid 


316  DYES  CLASSIFIED  BY  INTERMEDIATES 

Indanthrone 

Dianthraquinone-dihydroazine 
Indanthrene  (C.  A.  nomen.) 

-CO 

Y   N, 

J— NIL 


FORMATION. — Anthraquinone  is  sulfonated  with  oleum  to  2-anthraqui- 
none-sulfonic  acid,  which  upon  being  heated  in  an  autoclave  with 
ammonia  forms  2-amino-anthraquinone.  This  latter  by  the  action 
of  alkali  at  200-300°  is  converted  to  indanthrone 

LITERATURE. — Georgievics  and  Grandmougin,  Dye  Chemistry,  449-450 
Barnett,  Anthracene  and  Anthraquinone,  342 
Schultz,  Farbstofftabellen  (1914  Ed.),  #837 

Dyes  Derived  from  Indanthrone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

837 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Indanthrene 
BlueR 

I  '14:—       500 

[This  is  indanthrone] 

V 

838 

Indanthrene 
Blue  RS 

I  '14:—  187,379 
M'17:—      ? 
I  '20:—  16,385 
M'20:—      ? 

[Reduction] 

V 

840 

Indanthrene 
Blue 

I  '14:—    6,120 
I  '20:—       551 

[Oxidation] 

V 

841 

Indanthrene 
Blue  2GS 

I  '14:—  10,163 
I  '20:—       500 

m 

V 

842 

Indanthrene 
Blue  GCD 

I  '14:—  478,980 
M'19:—      ? 
I  '20:—  147,620 

[Dichlorination] 

V 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Indanthrone  (continued} 


317 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

V 

843 

ANTHRAQUINONE  AND 
ALLIED  DYES 
(continued) 
Indanthrene 
Blue  GC 

I  '14:—    1,499 
I  '20:—    4,700 

[Dibromination] 

850 

Indanthrene 
Blue  WB 

I  '14:—  32,957 
I  '20:—    2,998 

[?] 

V 

Indanthrone-sulfonic  Acid 

Indanthrene-sulfonic  Acid  (C.  A.  nomen.) 


=C28Hi4N207S  — 522 


FORMATION. — (1)  From  2-amino-anthraquinone-sulfonic  acid  by  fusion 
with  caustic  alkali  at  200-300°  C.  (2)  By  sulfonating  indan- 
throne  (obtained  by  alkaline  fusion  of  2-amino-anthraquinone) 

LITERATURE. — Barnett,  Anthracene  and  Anthraquinone,  352 
Thorpe,  Die.  Chemistry,  3,  101  et  seq. 

Dye  Derived  from  Indanthrone-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

840 

Indanthrene 

I  '14:—    6,120 

V 

Blue 

I  '20:—    1,702 

318 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Indigo  " 

Note. — Indigo  is  of  course  a  dye  and  not  an  intermediate.  However 
because  of  their  close  mutual  connection,  it  was  considered  worth  while  to 
list  together  the  dyes  derived  directly  from  indigo.  All  of  these  dyes  are 
also  classified  by  the  various  intermediates  that  are  used  for  the  manufacture 
of  indigo ,  namely : — 

1.  Phenyl-glycine  (2  mols) 

2.  Phenyl-glycine-o-carboxylic  Acid  (2  mols) 
8.  Thiocarbanilide  (2  mols) 

4.  Aniline  (2  mols) 

5.  Phthalic  anhydride  (2  mols) 

Dyes  Derived  from  Indigo 


Schultz 
Number 
jar  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

874 

Indigo 

I  '14:— 

V 

8,507,359 

M  '17  :—274,771 

M  '18:— 

3,083,888 

M'19:— 

8,863,824 

I  '20:—  520,347 

M  '20:— 

18,178,231 

876 

Indigo  MLB 

[Reduction] 

V 

Indigo  White 

877 

Indigotine 

I  '14:—  19,329 

[Sulfonation] 

A 

M'17:— 

1,876,787 

M  '18:— 

1,434,703 

M'19:— 

1,699,670 

I  '20:—    5,512 

M'20:— 

1,395,000 

878 

Indigotine  P 

[Sulfonation] 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 


319 


Dyes  Derived  from  Indigo  (continued) 


Schulta 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

879 

INDIGO  GROUP  DYES 
(continued) 
Brom  Indigo 
Rath  jen 
Indigo  MLB/RR 

I  '14:—  53,610 
M'20:—      ? 

[Bromination] 

V 

880 

Helindone  Blue  BB 
Indigo  RB 

I  '14:—    6,856 
M'17:—  14,100 
I  '20:—    3,691 
M'20:—      ? 

[Bromination] 

V 

881' 

Dianthrene 
Blue  2B 
Bromo  Indigo  FB 
Ciba  Blue  2B 

I  '14:—  16,880 
M'19:—      ? 
I  '20:—  35,857 

[Bromination] 

V 

882 

Indigo  MLB/5B 
Ciba  Blue  G 

I  '14:—    1,356 
I  '20:—    1,008 

[Bromination] 

V 

883 

Indigo  MLB/6B 
Indigo  KG 

I  '14:—    3,191 
I  '20:—    4,130 
M  '20:—      ? 

[Bromination] 

V 

884 

Brilliant  Indigo 
BASF/2B 

I  '14:—    4,518 

[Chlorination,  Bromina- 
tion] 

V 

885 

Brilliant  Indigo 
BASF/B 

I  '14:—    8,175 
I  '20:—    3,503 

[Chlorination] 

V 

886 

Brilliant  Indigo 
BASF/G 

I  '14:—  12,057 

[Chlorination,  Bromina- 
tion] 

V 

889 

Indigo  Yellow  3G 

Benzoyl  Chloride 

V 

890 

Ciba  Yellow  G 

I  '14:—         48 

Benzoyl  Chloride 
[Bromination] 

V 

Indigo  Red 

See,  Indirubin 


320 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Indirubin  (C.  A.  nomen.} 
Oxindole-  [A3>2/  ]-pseudoindoxy  1 
Indigo  Red 

H 


—  C16Hi0N2O2— 262 


/ 


00 


FORMATION.  —  By  reaction  of  indoxyl  on  isatin  in  the  "  indoxyl  melt  " 

LITERATURE.  —  Georgievics  and  Grandmougin,  Dye  Chemistry,  410 
Ger.  Pat.  192,682;  Frdl.  9,  533 

Dye  Derived  from  Indirubin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

897 

INDIGO  GROUP  DYES 
Ciba  Heliotrope  B 

[Brommation] 

V 

Indoxyl  (C.  A.  nomen.) 
3-Hydroxy-indole 


NH 


CH2    or 


FORMATION. — From  phenyl-glycine  by  fusion  with  sodamide 
LITERATURE. — Lange,  Zwischenprodukte,  #2057-2084 
Dye  Derived  from  Indoxyl 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

897 

Ciba  Heliotrope  B 

Isatin 

V 

[Bromination] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


321 


Isatin  (C.  A.  nomen.) 
2-Hydroxy-3-pseudoindolone 

\  /\/N\ 

CO    or    |        |  C.OH 

^co/         N^//NXCO/ 

STATISTICS. — Imported          ;14: — very  small 
Manufactured  '20:—      ? 

FORMATION. — From  indoxyl  by  oxidation 

LITERATURE. — Lange,  Zwischenprodukte,  #1815,  2023,  2110-2116 
Dyes  Derived  from  Isatin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

897 

INDIGO  GROUP  DYES 
Ciba  Heliotrope  B 

Indoxyl 
[Bromination] 

V 

898 

Helindone  Violet  D 

. 

7-Methyl-indoxyl 
[Bromination] 

V 

904 

Helindone  Brown  G 

I  '14:—  13,086 
I  '20:—    2,200 

5-Amino-2-hydroxy- 
thionaphthene 
[Bromination] 

V 

905 

Thio  Indigo 
Scarlet  R 

I  '20:—       370 

2-Hydroxy-thionaph- 
thene 

V 

906 

Thio  Indigo 
Scarlet  G 

I  '20:—    1,291 

2-Hydroxy-thionaph- 
thene 
[Bromination] 

V 

2-Isatin  Anilide 
a-Isatin  Anilide 
Isatin-2-phenylimide 
2-Anilino-3-pseudoindolone  (C.  A.  nomen.) 


N 


C— NH 
CO/ 


=  222 


322 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — Aniline  is  condensed  with  carbon  disulfide  to  thiocarbani- 
lide  (CeH6 .  NH)2  CS,  which  is  treated  in  solution  with  potassium 
cyanide  and  lead  carbonate,  resulting  in  the  formation  of  the 
corresponding  cyanide.  This  cyanide  is  reacted  with  yellow  am- 
monium sulfide  (containing  NH4.S.  S.NH^),  and  a  thioamide  is 
formed: 

C6H5.N,  /NH* 


C6H5.NH 

This  compound  upon  being  heated  with  sulfuric  acid  gives  a  good 
yield  of  2-isatin  anilide 

LITERATURE. — Lange,  Zwischenprodukte,  #2132-2134 

Georgievics  and  Grandmougin,  Dye  Chemistry,  413 

Dyes  Derived  from  2-Isatin  Anilide 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

894 

INDIGO  GROUP  DYES 
Alizarin  Indigo  B 

I  '14:—       402 
I  '20:—       291 

3-Hydroxy-acenaph- 
thene 

V 

896 

Helindone  Blue  3GN 

I  '14:—       622 
I  '20:—    2,527 

1-Hydroxy-anthranol 

V 

899 

Ciba  Gray  G 

I  '14:—       675 

2-Hydroxy-thionaph- 
thene 
[Bromination] 

V 

900 

Ciba  Violet  3B 

I  '14:—    2,667 

2-Hydroxy-thionaph- 
thene 
[Bromination] 

V 

900 

Thioindigo  Violet  K 

2-Hydroxy-thionaph- 
thene 
[Bromination] 

V 

901 

Ciba  Violet  B 

I  '14:—  20,836 
I  '20:—  18,287 

2-Hydroxy-thionaph- 
thene 
[Bromination] 

V 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  2-Isatin  Anilide  (continued) 


323 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  aj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

902 

INDIGO  GROUP  DYES 
(continued) 
Helindone  Brown  2R 

I  '14:—       876 
I  '20:—    1,778 

5-Amino-l-hydroxy- 
thionaphthene 
[Bromination] 

V 

903 

Helindone  Brown  5R 

5-Amino-l-hydroxy- 
thionaphthene 
[Bromination] 

V 

a-Isatin  Anilide 

See,  2-Isatin  Anilide 

Isatin-2-phenylimide 

See,  2-Isatin  Anilide 

Isoanthraflavic  Acid 

2 :  7-Dihydroxy-anthraquinone  (not  considered  herein) 

Iso-7  Acid 

See,  J  Acid 

Iso-naphthazarin 

2:  3-Dihydroxy-l :  4-naphthoquinone  (not  considered  herein) 

Isoquinoline 


z=C9H7N  — 129 


STATISTICS. — Imported  '14: — very  small 


324 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — Isoquinoline  is  extracted  from  coal-tar  or  prepared  by 
synthetical  means 

LITERATURE. — Lange,  Zwischenprodukte,  #1997 

Dye  Derived  from  Isoquinoline 


Schultz 
Number 
Jar  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

QUINOLINE  DYE 

610 

Quinoline  Red 

Benzo-trichloride 

B 

Quinaldine 

J  Acid 

2-Amino-5-naphthol-7-sulfonic  Acid 
Amino-naphthol-sulfonic  Acid  J 
6-Amino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.) 
I  Acid 
Iso-7  Acid 

H03S00NHt  =c»N'No*=239         i 

no 

STATISTICS. — Imports  '14: — 1,153  Ibs. 

Manufactured  '20:—      ? 

FORMATION. — /3-Naphthylamine  is  disulfonated  to  a  mixture  of  2- 
naphthylamine-5 :  7-disulf onic  acid  and  2-naphthylamine-6 :  8- 
disulfonic  acid.  The  latter  is  amino-G  acid  and  is  a  step  in  the 
preparation  of  gamma  acid.  The  former  is  fused  with  caustic  soda 
in  an  autoclave  to  form  J  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  235 
Lange,  Zwischenprodukte,  #2542 
Thorpe,  Die.  Chemistry,  3,  640 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  J  Acid 


325 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  o) 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cotion 
Class 

DISAZO  DYES 

279 

Benzo  Fast  Scarlet 

I  '14:—  36,674 
M'19:—      ? 
I  '20:—  24,153 

J  Acid  (2  mols) 
Phosgene 
Aniline  or 
Toluidine  or 

D 

Xylidine  or 
/3-Naphthylamine  or 
Amino-azo-benzene 

(2  mols) 

326 

Oxamine  Violet 
Oxy  Diamine  Violet 
BF 

I  '14:—  23,981 
I  '20:—       732 

Benzidine 
J  Acid  (2  mols) 

D 

346 

Oxamine  Red 

I  '14:—  11,636 
I  '20:—       848 

Benzidine 
Salicylic  Acid 

D 

385 

Oxamine  Blue  4R 

I  '14:—       573 

Tolidine 

D 

M'20:—      ? 

Nevile-Winther's  Acid 

Juglone 

5-Hydroxy-l :  4-naphthoquinone  (not  considered  herein) 


K  Acidi 

l-Amino-8-naphthol-4 :  6-disulf onic  Acid 
Amino-naphthol-disulfonic  Acid  K 
8-Amin.o-l-naphthol-3 :  5-disulfonic  Acid  (C.  A.  nomen.) 


HO     NH2 


H03S 


S03H 


1  K  acid  is  also  occasionally  used  as  trivial  name  for  1:1-  Dihydroxy-naphthalcnc- 
3:  5-disulfonic  acid. 


326 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — Naphthalene  is  disulfonated  to  the  1 :  5  acid,  and  then 
further  sulfonated  to  the  1 :  3 :  5-trisulf onic  acid.  This  trisulfonic 
acid  while  still  in  the  sulfonation  mixture  is  diluted  with  a  little  ice, 
and  cooled,  and  it  is  then  nitrated  cold  with  the  theoretical  amount 
of  mixed  acid.  It  is  reduced  with  iron,  forming  1-naphthylamine- 
4:6:  8-trisulfonic  acid,  which  upon  being  fused  with  caustic  soda 
in  an  autoclave  yields  the  K  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  239 
Lange,  Zwischenprodukte,  #2728 
Thorpe,  Die.  Chemistry,  3,  642 

Dyes  Derived  from  K  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Impart  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

43 

MONOAZO  DYE 
Tolane  Red  B,  G 

Aniline 

A 

215 

DISAZO  DYES 
Blue  Black  N 

I  '14:—    2,653 

Aniline 
p-Nitro-aniline 

A 

219 

Chrome  Patent 
Green  N 

Aniline 
Picramic  Acid 

ACr 

335 

Naphthamine  Black 
RE 

I  '14:—  49,016 

Benzidine 
Gamma  Acid 

D 

338 

Naphthamine  Blue 
2Bor3B 

I  '14:—  11,707 
I  '20:—       400 

Benzidine  or 
Tolidine 
K  Acid  (2  mols) 

D 

Kalle's  Acid 

l-Naphthylamine-2:  7-disulfonic  Acid  (not  considered  herein) 


•      DYES  CLASSIFIED  BY  INTERMEDIATES 

Ketone 

Tetramethyl-diamino-benzophenone 

p:  p'-Bis(dimethylamino)-6enzophenone  (C.  A.  nomen.) 

Michler's  Ketone 

Ketone  Base 


=3268 


STATISTICS. — Imported          '14: — small  amount 
Manufactured  '  17 : —      ? 
Manufactured  '18:—  73,208  Ibs. 
Manufactured  '19:— 281,057  Ibs. 
Manufactured  '20:—  90,664  Ibs. 

FORMATION. — From  dimethyl-aniline  by  reaction  with  phosgene 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  103 
Lange,  Zwischenprodukte,  #1382 

Dyes  Derived  from  Ketone 


327 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AURAMINES 

493 

Auramine 

I  '14:—  449,276 

[Ammonium    chloride 

B 

M'17:—      ? 

and  Zinc  chloride] 

M'18:—  45,634 

MJ19:—  127,567 

I  '20:—  74,414 

M'20:—      ? 

TRIPHBNYL-METHANE 

DYES 

516 

Crystal  Violet 

I  '14:—  51,872 

Dimethyl-aniline 

B 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

I  '20:—    2,919 

M'20:—      ? 

* 

522 

Victoria  Blue  4R 

I  '14:—    9,599 

Methyl-phenyl-a- 

B 

I  '20:—       152 

naphthylamine 

328  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Ketone  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

527 

(continued) 
Acid  Violet  4BN 

I  '14:—  29,184 
I  '20:—  23,335 

B  enzyl-methyl-aniline 

A 

548 

Acid  Violet  6BN 

I  '14:—    6,861 
I  '20:—    5,582 

3-Ethoxy-4'-methyl- 
diphenylamine 
[Sulfonation] 

A 

DlPHENYL-NAPTHYL- 

METHANE  DYES 

558 

Victoria  Blue  R 

I  '14:—    4,171 
I  '20:—         97 

Ethyl-a-naphthylamine 

B 

559 

Victoria  Blue  B 

I  '14:—  127,769 
M'17:—      ? 

Phenyl-a-napthyl- 
amine 

B 

M'18:—      ? 

M'19:—      ? 

I  '20:—  11,782 
M'20:—      ? 

561 

Acid  Violet  5BNS 

I  '14:—    1,896 

Methyl-(Ethyl-)  phenyl- 
j8-naphthylamine 

A 

566 

Wool  Green  S 

I  '14:—  60,073 
M'17:—      ? 
M'19:—      ? 

/3-Naphthol 
[Sulfonation] 

A 

I  '20:—  127,764 
M  '20:—  212,362 

ACRIDINE  DYE 

607 

Rheonine 

I  '14:—  19,704 

m-Phenylene-diamine 

B 

6-Keto-l-(^-sulfo-phenyl)-3-A2-y/>razoline-carboxylic  Acid  (C.  A 

nomen.) 

See,  l-(p-Sulfo-phenyl)-5-pyrazolone-3-carboxylic  Acid 

Koch's  Acid 

See,  l-Naphthylamine-3:  6:  8-trisulfonic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES  329 

L  Acid 

See,  l-Naphthol-5-sulfonic  Acid  (C.  A.  nomen.) 
See  Laurent's  Acid 

2: 6-Dihydroxy-naphthalene-3-carboxylic    Acid     (not    con- 
sidered herein) 

Lambda  Acid  or  \  Acid 

See,  l-Naphthylamine-2-sulfonic  Acid 

Landschoff  and  Meyer's  Acid 

l-Naphthylamine-2 :  5-disulf onic  Acid  (not  considered  here) 

Laurent's  a  Acid 

l-Nitro-naphthalene-5-sulfonic  Acid  (not  considered  herein) 

Laurent's  Acid 

l-Naphthylamine-5-sulfonic  Acid 

a-Naphthylamine-sulfonic  Acid  L 

5-Amino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 

Naphthalidine-sulfonic  Acid 

Naphthalidinic  Acid 

Cleve's  a  Acid 

L  Acid 

Laurent's  Naphthalidinic  Acid 

NH2 


H03S 

STATISTICS. — Imported          '14: —    2,832 
Manufactured  '18:—      ? 
Manufactured  '19: —      ? 
Manufactured  '20:— 294,352 

FORMATION. — (1)  From  a-naphthylamine  by  sulfonation  with  oleum. 
(2)  From  a-naphthalene-sulfonic  acid  by  nitration  reduction  and 
separation  from  the  l-naphthylamine-8-sulfonic  acid  also  formed 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  190 
Lange,  Zwischenprodukte,  #2360-2 
Thorpe,  Die,  Chemistry,  3,  590 


330 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Laurent's  Acid 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

53 

MONOAZO  DYE 
Archil  Substitute 
3VN 

p-Nitro-aniline 

A 

162 

Brilliant  Fast 
RedG 

/3-Naphthol 

A 

265 

DISAZO  DYES 
Sulfoncyanine 
Black  B 

I  '14:—  69,590 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
M  '20:—      ? 

a-Naphthylamine  or 
1-Naphthylamine- 
6-  and  7-sulf  onic 
Acids 
Phenyl-1-naphthyl- 
amine-8-sulfonic  Acid 

A 

308 

Diazo  Black  B 

I  '14:—  62,854 

Laurent's  Acid  (2  mols) 
Benzidine 

D 

364 

Benzopurpurin  6B 

I  '14:—    9,171 
I  '20:—    4,743 

Laurent's  Acid  (2  mols) 
Tolidine 

D 

480 

TRISAZO  DYE 
Congo  Brown  R 

I  '14:—    3,045 

Benzidine 
Resorcinol 
Salicylic  Acid 

D 

563 

DlPHENYL  NAPHTHYL- 
METHANE  DYE 

New  Patent  Blue  B 

I  '14:—       595 
I  '20:—    1,814 

Hydrol 
[Substitution  of  NH2  by 
S03H;  Oxidation] 

A 

Laurent's  Naphthalidinic  Acid 

See,  Laurent's  Acid  (l-Naphthylamine-5-sulfonic  Acid) 


DYES  CLASSIFIED  BY  INTERMEDIATES  331 

Lepidine  (C.  A.  nomen.) 
4-Methyl-quinoline  (N=l) 
7-Methyl-quinoline 
Cincholepidine 


—  143 


FORMATION. — (1)  From  cinchonine  by  distillation  with  caustic  potash. 
(2)  By  saturating  a  mixture  of  methylal  [CH2(OCH3)2]  and  acetone 
with  gaseous  hydrochloric  acid,  and  then  heating  this  with  aniline 
and  concentrated  hydrochloric  acid 

LITERATURE. — Thorpe,  Die.  Chemistry,  4,  478 

Dye  Derived  from  Lepidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

QUINOLINB  DYE 

611 

Quinoline  Blue 

Quinoline 

Photo- 

[Amyl-iodidel 

graphy 

^-Leucaniline 

See,  Triamino-triphenyl-methane 

Leuco-zso-naphthazarin 

1:  2: 3: 4-Tetrahydroxy-naphthalene  (not  considered  herein) 

Leuco-naphthazarin 

1: 2:  5: 8-Tetrahydroxy-naphthalene  (not  considered  herein) 

Leucotrope 

Benzyl-dimethyl-phenyl-ammonium     Chloride     (not    considered 
herein) 


332  DYES  CLASSIFIED  BY  INTERMEDIATES 

Liebman  and  Studer's  Acid 

l-Naphthol-7-sulfonic  Acid  (not  considered  herein) 

MAcid 

See,  l-Amino-5-naphthol-7-sulfonic  Acid 

l-(or  2-)Mercapto-anthraquinone 
SH 


FORMATION. — By   forming   mercapto-benzoyl-benzoic   acid   and   then 
closing  the  ring 

LITERATURE. — Barnett,  Anthracene  and  Anthraquinone,  183,  184 
Lange,  Zwischenproduckte,  #3143-3147,  3527 

Dye  Derived  from  l-(or  2-)Mercapto-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

869 

Algol  Brown  B 

I  '14:—    1,596 

'V 

I  '20:—    4,727 

o-Mercapto-benzoic  Acid  (C.  A.  nomen.) 
See,  Thio-salicylic  Acid 

Mesidine  (C.  A.  nomen.) 
2:4: 6-Trimethyl-aniline 

NH2 
3<          ,CH3        ^ 


H: 


DYES  CLASSIFIED  BY  INTERMEDIATES 


333 


FORMATION. — By  the  nuclear  methylation  of  aniline,  whereby  aniline 
hydrochloride  is  heated  with  methanol  (methyl  alcohol)  under 
pressure  at  300-350°.  There  is  formed,  in  addition  to  mesidine, 
p-  and  o-toluidine,  m-xylidine,  etc. 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  8,  30 
Dye  Derived  from  Mesidine 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYE 

583 

Acid  Rosamine  A 

I  '14:—         50 

Mesidine  (2  mols) 

A 

I  '20:—       141 

Resorcinol  (2  mols) 

Phthalic  Anhydride 

[PC15;  Sulfonation] 

or 

[Dichloro-fluoresceine  ; 

Mesidine  (2  mols); 

Sulfonation] 

Meta=m 

Note. — This  is  not  considered  in  the  alphabetical  arrangement,  e.g. 
meta-Phenylene-diamine  is  indexed  as  m-Phenylene-diamine  under  "P." 
However  m-Phenylene-diamine  precedes  p-Phenylene-diamine 

Metanilic  Acid  (C.  A.  nomen.) 
w-Amino-benzene-sulfonic  Acid 
m-Sulfanilic  Acid 

S03H 


iNHi 


STATISTICS. — Manufactured  '17: —      ? 

Manufactured  '18:— 249,922  Ibs. 
Manufactured  '19:— 453,137  Ibs. 
Manufactured  '20:— 499,304  Ibs. 

FORMATION. — By  sulfonating  nitro-benzene  with  oleum,  and  reduction 
with  iron 


334 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  47 
Lange,  Zwischenprodukte,  #619,  620 

Dyes  Derived  from  Metanilic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

134 

MONOAZO  DYES 
Metanil  Yellow 

I  '14:—  284,606 
M'17:—      ? 
M'18:—      ? 
M  '19  :—477,143 
I  '20:—    8,456 
M  '20:—  629,437 

Diphenylamine 

A 

135 

Metanil  Yellow 
Brominated 

Diphenylamine 
[Bromination] 

A 

136 

Acid  Yellow 
MGS,  GG 

Diphenylamine 
[Sulfonation] 

A 

210 

DISAZO  DYES 
Cotton  Orange  R 

I  '14:—  16,459 
I  '20:—        51 

Primuline-sulfomc  Acid 
w-Phenylene-diamine- 
disulfonic  Acid 

D 

256 

Sulf  on  Black  3B 

a-Naphthylamine 
Phenyl-1-naphthyl- 
amine-8-sulf  onic  Acid 

A 

257 

Sulfoncyanine 

I  '14:—  145,694 
M'17:         ? 
M  '18:—      ? 
M'19:—      ? 
I  '20:—  18,327 
M'20:—      ? 

a-Naphthylamine  or 
l-Naphthylamine-6- 
and  7-sulf  onic  Acids 
Phenyl-  or  Tolyl- 
1-naphthylamine- 
8-sulfonic  Acid 

A 

258 

Naphthalene  Acid 
Black  4B 

I  '14:—    7,994 

l-Naphthylamine-6- 
and  7-sulf  onic  Acids 
a-Naphthylamine 

A 

542 

TMPHENYL-METHANE 
DYE 
Agalma  Green  B 

I  '14:—    2,294 

4-Chloro-3  :  5-dinitro- 
benzene-sulfonic  Acid 
Hydrol 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  MetanilicTAcid  (continued) 


335 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

IDye 
Appli- 
cation 
Class 

SULFUR  DYE 

738 

Cotton  Black 

l-Chloro-2:  4-dinitro- 

S 

benzene 

[S+NaaS] 

Methoxy-dimethylamino-benzophenone 

See,    4-Dimethylamino-3-methoxy-benzophenone     (C.    A, 
nomen.) 

6-Methoxy-m-toluidine  (C.  A.  nomen.  NHz=l) 
See,  2-Amino-p-cresol  Methyl  Ether 

1-Methylamino-anthraquinone 
NH .  CH3 

=  Ci5HnN02  = 


FORMATION. — 1-Chloro-anthraquinone  is  reacted  with  p-toluene-sulfon- 
methyl-amide  (CH3 .  C6H4 .  S02 .  NH  .  CH3),  splitting  off  HC1  and 
forming  l-(p-toluene-sulfon-methyl-amino)-anthraquinone.  This 
latter  readily  decomposes  in  presence  of  sulfuric  acid,  fprming 
1-methylarnino-anthraquinone 

LITERATURE.— Lange,  Zwischenprodukte,  #3113,  3115,  3117,  3118,3476 
Barnett,  Anthracene  and  Anthraquinone,  197,  etc. 

Dye  Derived  from  1-Methylamino-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYE 

866 

Leucol  Dark 

I  '20:—       120 

V 

Green  B 

336  DYES  CLASSIFIED  BY  INTERMEDIATES 

2-Methylamino-8-naphthol-6-sulfonic  Acid 

See,  Methyl-gamma  Acid 

7-Methylamino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.} 
See,  Methyl-gamma  Acid 

jV-Methyl-aniline 
Methyl-aniline 

HNCH3 

—  C7H9N=107 

0 

FORMATION. — By  heating  aniline  and  methanol  (methyl  alcohol)  in  the 
presence  of  sulfuric  acid  in  an  autoclave;  or  by  heating  aniline 
hydrochloride  and  methanol  in  an  autoclave 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  61 
Lange,  Zwischenprodukte,  #92 

USES. — For  preparation  of  ethyl-methyl-aniline  and  for  benzyl-methyl- 
aoiline 

2-Methyl-anthraquinone  (C.  A.  nomen.) 
/3-Methyl-anthraquinone 


FORMATION. — Phthalic  anhydride  is  dissolved  in  toluene,  and  heated 
with  Aids  whereby  p-toluyl-o-benzoic  acid  is  formed,  which  latter, 
upon  being  dissolved  in  oleum  and  heated,  forms  the  2-methyl- 
anthraquinone 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  259 
Heller  and  Schiilke,  Ber.  41,  3632  (1908) 
C/.  Elbs,  J.  pr.  Chem.  [II]  33,  318  (1886) 
Cf.  Limpricht  and  Wiegand,  Ann.  311,  178  (1900) 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  2-Methyl-anthraquinone 


337 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

759 

Anthraflavone  G 

I  '14:—    7,143 

2-Methyl-anthraqui- 

V 

I  '20:—    2,354 

none  (2  mols) 

792 

Cibanone  Orange  R 

I  '20:—    6,125 

[Sulfur] 

V 

795 

Cibanone  Yellow  R 

I  '14:—       298 

[Sulfur] 

V 

I  '20:—  14,032 

/3-Methyl-anthraquinone 

See,  2-Methyl-anthraquinone 

3-Methyl-benzaldehyde-4 : 6-disulf onic  Acid 
4-Formyl-6-methyl-m-6enzene-disulfonic  Acid  (C.  A.  nomen.) 
CHO 


S03H 

FORMATION. — Probably    by    oleum    sulfonation    of    m-tolualdehyde 
(m-tolualdehyde  can  be  made  by  oxidation  of  m-xylene) 

LITERATURE. — Thorpe,  Die  Chemistry,  5,  516 

Cf.  Lange,  Zwischenprodukte,  #784 

Dyes  Derived  from  3-Methyl-benzaldehyde-4:6-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
'Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

507 

TRIPHENYL-METHANE 
DYES 
Xylene  Blue  VS 

I  '14:—    2,130 
I  '20:—  27,254 

Diethyl-aniline  (2  mols) 
[Oxidation] 

A 

508 

Xylene  Blue  AS 

I  '14:—    8,238 
I  '20:—    5,573 

Benzyl-ethyl-aniline 
(2  mols) 
[Oxidation] 

A 

338 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Methyl-benzanthrone 
9-Methyl-7-weso-6enzanthrenone  (C.  A.  nomen.) 


H3C 


FORMATION. — By  condensation  of  2-methyl-anthrone  with  glycerol  and 
sulfuric  acid  at  about  120°  C. 

LITERATURE. — Barnett,  Anthracene  and  Anthraquinone,  324 
Fr.  Pat.  407,593 
C/.  Ger.  Pat.  209,351.    Frdl.  9,  836 

Dyes  Derived  from  Methyl-benzanthrone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

793 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Cibanone  Blue  3G 

[Sulfur] 

V 

794 

Cibanone  Black  B 

I  14:—    2,802 

[Sulfur] 

V 

l-Methyl-2  :  4-diamino-benzene-5-sulf  onic  Acid 

See,   4  :  6-Diamino-m-toluene-sulfonic    Acid   (C.  A.  nomen. 
SO,H=1) 

l-Methyl-2  :  6-diamino-benzene-4-sulf  onic  Acid 

Seet    3  :  5-Diamino-p-foluene-sulfonic   Acid    (C.  A.  nomen. 


#-Methyl-diphenylamine  (C.  A.  nomen.) 
Diphenyl-methyl-amine 


DYES  CLASSIFIED  BY  INTERMEDIATES 


339 


FORMATION. — From  diphenylamine  by  heating  with  hydrochloric  acid 
and  methanol  (methyl  alcohol)  in  an  autoclave  at  250° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  73 
Dyes  Derived  from  W-Methyl-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 
DYES 

532 

Alkali  Violet  6B 

I  '14:—    3,020 

Tetraethyl-diamino- 
benzophenone 
[Sulfonation] 

A 

534 

Acid  Violet  7B 

I  '14:—  21,665 
I  '20:—         51 

Diethyl-p-amino- 
benzoyl  Chloride 
N-Methyl-diphenyl- 
amine  (2  mols) 

A 

547 

Ketone  Blue  4BN 

Methoxy-dimethyl- 
amino-benzophenone 
[Sulfonation] 

A 

JV-Methyl-diphenylamine-sulfonic  Acid 
<^~\— N— /  "N}  S03H        =  Ci3H13N03S  =  263 

CH3 

FORMATION. — By  Sulfonation  of  methyl-diphenylamine 
LITERATURE. — Beilstein,  Organische  Chemie  (3  auf.),  II  spl.,  324 

Dye  Derived  from  W-Methyl-diphenylamine-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

533 

Acid  Violet  7BN 

p-Dimethylamino- 

A 

benzoyl  chloride 

AT-Methyl-d  i  p  h  e  n  y  1- 

amine-sulfonic  Acid 

(2  mols) 

340  DYES  CLASSIFIED  BY  INTERMEDIATES 

p : ^'-Methylene-bisaniline  (C.  A.  nomen.) 
See,  p :  p'-Diamino-diphenyl-methane 

^:/-Methylene-bis(AT:  AT-diethyl-aniline)  (C.  A.  nomen.) 
See,  p:  p'-Tetraethyl-diamino-diphenyl-methane 

£:^'-Methylene-bis(W:  AT-dimethyl-aniline)  (C.  A.  nomen.) 
See,  p :  p'-Tetramethyl-diarnino-diphenyl-methane 

4:4'-Methylene-bis(W-methyl-o-toluidine)  (C.  A.  nomen.) 
See,  4 :  4'-Dimethyl-diamino-3 :  3'-ditolyl-methane 

4: 4'-Methylene-bis-o-toluidine  (C.  A.  nomen.) 
See,  p :  p'-Diamino-ditolyl-methane 

Methylene-bisxylidine  (C.  A.  nomen.) 
See,  Diamino-dixylyl-methane 

Methyl-ethyl-aniline 

See,  Ethyl-methyl-aniline 

Methyl-gamma  Acid 

2-Methylamino-8-naphthol-6-sulfonic  Acid 
7-Methylamino-l-?iaphthol-3-sulfonic  Acid  (C.  A.  nomen.) 

HO 

HO  Si    Y   JNH ' CH3        -  Ci^uNO^  =  253 

3  \y\x 

FORMATION. — G  salt  (Sodium  salt  of  2-naphthol-6 :  8-disulf onic  acid) 
is  heated  in  an  autoclave  with  methylamine;  and  the  resulting 
2-methylamino-naphthalene-6 :  8-disulf  onic  acid  is  fused  with  caustic 
soda  in  an  autoclave,  forming  methyl-gamma  acid.  (See  Gamma 
acid) 

LITERATURE, — Lange,  Zwischenprodukte,  #2550 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dye  Derived  from  Methyl-gamma  Acid 


341 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

347 

Diphenyl  Brown  RN 

Benzidine 

D 

Salicylic  Acid 

7-Methyl-indoxyl 


,TTT 

\ 

CH> 


—  C9H9NO  = 


FORMATION. — o-Toluidine  is  reacted  with  chloro-acetic  acid,  forming 
o-tolyl-glycine.  This  body  upon  fusion  with  sodamide  will  in  all 
probability  form  7-methyl-indoxy.  (There  is  no  direct  reference 
in  the  literature  to  7-methyl-indoxyl) 

LITERATURE. — Lange,  Zwischenprodukte,  #241 

Dye  Derived  from  7-Methyl-indoxyl 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYE 

898 

Helindone  Violet  D 

Isatin 

V 

[Bromination] 

9-Methyl-7-meso-benzanthrenone  (C.  A.  nomen.) 
See,  Methyl-benzanthrone 


W-Methyl-^-nitroso-aniline  (C.  A.  nomen.} 
See,  p-Nitroso-methyl-aniline 


342  DYES  CLASSIFIED  BY  INTERMEDIATES 

Methyl-phenyl-a-naphthylamine 

JV-Methyl-N-phenyl-1-naphthylamine  (C.  A.  nomen.) 


H3C— N 


FORMATION. — Phenyl-a-naphthylamine  is  methylated  by  heating  with 
methanol  (methyl  alcohol)  and  hydrochloric  acid  under  pressure 

LITERATURE. — Schultz,  Chemie  des  Steinkohlentheers  (3  aufl.   1900) 
1,117 

Dye  Derived  from  Methyl-phenyl-a-naphthylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TEIPHENYL-METHANE 

DYE 

522 

Victoria  Blue  4R 

I  '14:—    9,599 

Ketone 

B 

I  '20:—       152 

Methyl-(Ethyl-)phenyl-j3-naphthylamine 
JV-Methyl-(Ethyl-)JV-phenyl-2-naphthylamine  (C.  A.  nomen.) 


CH3 

— N 


—  233 


FORMATION. — Phenyl-/3-naphthylamine  is  methylated  by  heating  in 
an  autoclave  with  methanol  (methyl  alcohol)  and  hydrochloric 
acid 


LITERATURE. — Lange,  Zwischenprodukte,  #2897 


DYES  CLASSIFIED  BY  INTERMEDIATES  343 

Dye  Derived  from  Methyl- (Ethyl-)  phenyl-/3-naphthylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and, 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DlPHENYL-NAPHTHYL- 

METHANE  DYE 

561 

Acid  Violet  5BNS 

I  '14:—    1,896 

Ketone 

A 

[Sulfonation] 

3-Methyl-l-phenyl-5-^yrazolone  (C.  A.  nomen.) 
l-Phenyl-3-methyl-5-pyrazolone 


N 
OC    N 


—  CioHi0N20=:174 


H2C— C .  CH3 

STATISTICS. — Imported  '14: — 449  Ibs. 

FORMATION. — By  heating  the  reaction  product  of  phenyl-hydrazine 
and  aceto-acetic  ethyl  ester 

LITERATURE. — Lange,  Zwischenprodukte.  #138 

Dyes  Derived  from  3-Methyl-l-phenyl-5-pyrazolone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

21 

PYRAZOLONE  DYES 
Pigment  Chrome 
Yellow  L 

Toluidine 

CL 

24 

Pigment  Fast 
Yellow  R 

0-Toluidine-ra-sulfonic 
Acid 

CL 

26 
28 

Dianil  Yellow  R 

Pigment  Fast 
Yellow  G 

M'19:—      ? 
I  '20:—       170 

Primuline-sulfonic 
Acid 
p-Sulfo-anthranilic 
Acid 

D 
CL 

29 

Eriochrome  Red  B 

I  '14:—    5,491 

l-Amino-2-naphthol-4- 
sulfonic  Acid 

CL 

344  DYES  CLASSIFIED  BY  INTERMEDIATES 

2-Methyl-quinoline 

See,  Quinaldine  (C.  A.  women.) 

4-Methyl-quinoline  (N=l) 

See,  Lepidine  (C.  A.  nomen.) 

a-Methyl-quinoline 

See,  Quinaldine  (C.  A.  nomen.) 

7-Methyl-quinoline 

See,  Lepidine  (C.  A.  nomen.) 

Methyl  Resorcinol 

See,  Resorcinol  Methyl  Ether 

3-Methyl-l-  (p-zuU  o-phenyl)  -5-pyrazolone 

l-(p-Sulfophenyl)-3-methyl-5-pyrazolone 

:  5-Dihydro-5-keto-3-methyl-l-pyrazolyl)-&enzene-sulf  onic 
Acid  (C.  A.  nomen.) 


OC    N  =Ci0HioN204S  —  254 

i2C  —  C  . 


FORMATION.  —  (1)   By  sulfonating  3-methyl-l-phenyl-5-pyrazolone    by 
heating  with  4  parts  of  30  per  cent  oleum.     (2)  By  heating  phenyl- 
hydrazine-p-sulfonic  acid  with  aceto-acetic  ethyl  ester  in  50  per 
cent  acelic  acid  solution  for  few  hours 
.- 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  169 
Lange,  Zwischenprodukte,  #138 


DYES  CLASSIFIED  BY  INTERMEDIATES  345 

Dyes  Derived  from  3-Methyl-l-(£-sulfo-phenyl)-5-pyrazolone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

PYRAZOLONE  DYES 

19 

Flavazine  L 

I  '14:—  38,908 

Aniline 

A 

Fast  Light  Yellow 

I  '20:—    9,327 

27 

Dianil  Yellow  2R 

Primuline-sulfonic  Acid 

D 

JV-Methyl-o-foluidine  (C.  A.  nomen.  NHR  =1} 
Methyl-0-toluidine 

HN—  CH3 


STATISTICS.  —  Manufactured  '19:  —      ? 

FORMATION.  —  (1)  By  heating  o-toluidine,  methanol  (methyl  alcohol) 
and  hydrochloric  acid  in  an  autoclave.  (2)  By  condensing  o- 
toluidine  and  formaldehyde,  and  reducing  to  methyl-o-toluidine 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  60,  70 
Cf.  Lange,  Zwischenprodukte,  #128 

Dyes  Derived  from  W-Methyl-o-toluidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AURAMINE  DYE 

494 

Auramine  G 

I  '14:—    1,902 

Methyl-o-toluidine    (2 

B 

mols) 

[Formaldehyde,  sulfur, 

ammonium  chloride, 

TRIPHENYL-METHANE 

etc.] 

DYE 

501 

Glacier  Blue 

I  '14:—    2,495 

Methyl-o-toluidine    (2 

B 

Brilliant  Glacier 

mols) 

Blue 

2:  5-Dichloro-benzalde- 

hyde 

[Oxidation] 

AZINE  DYE 

684 

Brilliant  Rhoduline 

JV3-Ethyl-4-ra-tolylene- 

B 

Red 

diamine 

Aniline 

346  DYES  CLASSIFIED  BY  INTERMEDIATES 

Michler's  Hydrol 

See,  Hydrol 

Michler's  Ketone  or  Base 
See,  Ketone 

Monochloro-benzene1 

See,  Chloro-benzene 

Monoethyl-aniline1 

See,  Ethyl-aniline 

Monomethyl-aniline1 
See,  Methyl-aniline 

Mononitro-chloro-benzene1 
See,  Chloro-nitro-benzene 

Monosulfonic  Acid  F 

See,  2-Naphthol-7-sulfonic  Acid 

Monosulf o  Acid  H 

l-Amino-8-naphthol-3-sulfonic  Acid  (not  considered  herein) 

Mu  Acid 

See,  l-Naphthylamine-6-sulfonic  Acid 

Myrbane  Oil 

See,  Nitro-benzene 

Naphtha- 

See  also,  Naphtho- 

a-Naphthahydroquinone 

1 : 4-Dihydroxy-naphthalene  (not  considered  herein) 

/3-Naphthahydroquinone 

1 :  2-Dihydroxy-naphthalene  (not  considered  herein) 

1  "  Mono  "  is  superfluous  and  is  consequently  not  recommended. 


DYB8  CLASSIFIED  BY  INTERMEDIATES  347 

Naphthalene  (C.  A.  nomen.) 
Naphthalin 
Note. — Naphthalene  is  a  crude  and  not  an  intermediate  as  a  rule 


STATISTICS.— 


Refined  Naphthalene 


Manufactured  Imported 

Calendar  Year  1917:— 35,342,911  Ibs.  267,057  Ibs. 

"     "  1918:— 33,701,779  Ibs.  2,795  Ibs. 

"  1919:— 17,625,235  Ibs.  7,650  Ibs. 

"  1920:— 30,230,734  Ibs.  3,697,562  Ibs. 


FORMATION. — From  coal  tar  by  extraction  and  purification 
LITERATURE. — Thorpe,  Die.  Chemistry,  3,  560 

Dyes  Derived  from  Naphthalene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

564 

DlPHENYL-NAPHTHYL- 
METHANE   DYE 

Naphthalene 
Green  V 

I  '14:—  22,144 
I  '20:—    9,291 

Hydrol 

A 

758 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Sirius  Yellow  G 

Phthalic  anhydride 

CL 

1: 6-Naphthalenediol  (C.  A.  nomen.) 
See,  1 : 5-Dihydroxy-naphthalene 

2:  7-Naphthalenediol  (C.  A.  nomen.) 
See,  2:  7-Dihydroxy-naphthalene 


348  DYES  CLASSIFIED  BY  INTERMEDIATES 

Naphthalene-1 : 5-  and  1 :  6-disulf onic  Acids 
The  1 : 5  acid  is  also  called: 
Armstrong's  Acid 
Armstrong's  6  Acid 

Naphthalene-7-disulfonic  Acid  of  Armstrong  and  Wynne 
Naphthalene-S-disulfonic  Acid  of  Beilstein  and  Schultz 

The  1 :  6-acid  is  also  catted: 
Ewer  and  Pick's  Acid 

Naphthalene-?  :  /3-disulfonic  Acid  of  Armstrong  and  Wynne 
Naphthalene-7-disulfonic  Acid  of  Beilstein  and  Schultz 

SO3H  S03H 

/VN 

and    urkQ1|  —  Ci0H806S2  — 288 

,^\X 

H03S 

FORMATION. — The  above  acids  are  prepared  by  sulfonation  of  naphtha- 
lene with  five  parts  of  23  per  cent  oleum  at  60°;  or  with  five  parts 
of  ordinary  sulfuric  acid  (66°)  using  first  one  part  at  180°  to  form  the 
/3-sulfonic  acid  and  then  four  parts  at  95-100°  for  20-24  hours 

If  the  1 :  5-acid  alone  is  wanted  the  conditions  of  sulfonation  are 
varied  slightly,  generally  starting  with  the  a-sulfonic  acid.  The 
separation  is  effected  by  crystallizing  out  the  1 :  5  acid  or  its  sodium 
salt  from  the  diluted  sulfonation  product 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  176,  177 
Thorpe,  Die.  Chemistry,  3,  575 

USES. — The  mixed  acids  are  used  for  the  preparation  of  1-naphthyl- 
amine-3:  8-  and  4:  8-disulfonic  acids,  and  the  separation  then  made 
The  1:  5-acid  is  used  for  making  naphthalene-1 :  3 :  5-trisulf onic 
acid 

Naphthalene-2:  7-disulfonic  Acid 
a-Naphthalene-disulfonic  Acid  (of  Ebert  and  Merz) 
Ebert  and  Merz  a  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 


349 


STATISTICS.— Manufactured  1918,  1919,  1920  in  undisclosed  quantities 
FORMATION. — Sodium  2-naphthalene-sulfonate  is  further  sulfonated  by 
dissolving  in  about  two  parts  of  monohydrate  or  a  larger  amount 
of  66°  sulfuric  acid,  and  heating  to  180°  for  6-8  hours.  There  is 
formed  principally  naphthalene-2:  6-  and  2:7-sulfonic  acids,  and 
the  separation  is  effected  through  the  calcium  salts,  the  2:6  salt 
being  less  soluble 

LITERATURE. — Lange,  Zwischenprodukte,  #2442 
Ger.  Pat.  61,730 
Thorpe,  Die.  Chemistry,  3,  577  > 

Dyes  Derived  from  Naphthalene-2 : 7-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Impart  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DlPHENYL-NAPHTHYL- 

METHANE    DYE 

564 

Naphthalene 

I  '14:—  22,144 

Hydrol 

A 

Green  V 

I  '20:—    9,291 

[Oxidation] 

Naphthalene-?  :  0-disulfonic  Acid  of  Armstrong  and  Wynne 

See,  Naphthalene-1 :  6-disulf onic  Acid 

Naphthalene-7-disulfonic  Acid  of  Armstrong  and  Wynne 
See,  Naphthalene-1 :  5-disulf onic  Acid 

Naphthalene-5-disulfonic  Acid  of  Beilstein  and  Schultz 

See,  Naphthalene-1 :  5-disulfonic  Acid 

Naphthalene-7-disulfonic  Acid  of  Beilstein  and  Schultz 

See,  Naphthalene-1 : 6-disulfonic  Acid 

a-Naphthalene-disulfonic  Acid  of  Ebert  and  Merz 

See,  Naphthalene-2:  7-disulfonic  Acid 

Naphthalene-1: 3: 5-trisulfonic  Acid 
S03H 

— —  f^     TT  f\  QJ         --  OCO 
ri/~v  TT  — — —  v>'10'»--*-8^-'9'^3  ~~~"  "Oo 

bUsli 
HO/   ^ 


350  DYES  CLASSIFIED  BY  INTERMEDIATES 

FORMATION.  —  By  sulfonation  of  naphthalene-1  :  5-disulfonic  acid 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  179 
Thorpe,  Die.  Chemistry,  3,  578 

USES.  —  For  preparation  of  l-naphthylamine-4:  6:  8-trisulfonic  acid 

Naphthalene-1  :  3  :  6-trisulf  onic  Acid 
Trisulfonic  Acid 

S03H 

—  368 


FORMATION.  —  By  sulfonating  naphthalene  for  some  hours  at  180°  with 
24  per  cent  oleum,  or  preferably  by  sulfonating  sodium  naphtha- 
Iene-j8-sulfonate  at  a  low  temperature  with  forty  per  cent  oleum 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  181 
Lange,  Zwischenprodukte,  #2662 
Thorpe,  Die.  Chemistry,  3,  578 

USES.  —  For  preparation  of  l-naphthol-3  :6-disulf  onic  acid  and  1-naph- 
thylamine-3  :  6  :  8-trisulfonic  acid.  The  latter  acid  is  the  last  step 
prior  to  the  manufacture  of  H  acid  (l-amino-8-naphthol-3:  6-di- 
sulfonic  Acid) 

Naphthalic  Acid 

Naphthalene-1  :  8-dicarboxylic  Acid  (not  considered  herein) 

Naphthalidam 

Seet  a-Naphthylamine 

Naphthalidine 

/See,  a-Naphthylamine 

Naphthalidine-sulfonic  Acid 

See,  Laurent's  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES  351 

Naphthalidinic  Acid 

See,  Laurent's  Acid 

Naphthalin 

See,  Naphthalene 

Naphthapyrogallol 
1:2:  3-Trihydroxy-naphthalene  (not  considered  herein) 

a-Naphthaquinol 

1 : 4-Dihydroxy-naphthalene  (not  considered  herein) 

/3-Naphthaquinol 
1 : 2-Dihydroxy-naphthalene  (not  considered  herein) 

1 : 2-Naphthaquinone 

See,  1:  2-Naphthoquinone  (C.  A.  nomen.) 

a-Naphthaquinone 

1 : 4-Naphthoquinone  (not  considered  herein) 

/3-Naphthaquinone 

See,  1 : 2-Naphthoquinone 

1 : 8-Naphthasultam-2 : 4-disulf onic  Acid 

4-Amino-4 :  5-sultam-l :  3 :  5-naphthalene-trisulfonic  Acid  (C.  A. 
nomen.) 


S02-NH 


S03H        _  =  365 


03H 


FORMATION. — The  acid  sodium  l-naphthylamine-4: 8-disulfonate  is  sul- 
f  onated  with  two  parts  of  40  per  cent  oleum,  and  warmed  to  80-90°. 
This  warming  is  continued  until  a  sample  no  longer  diazotizes  and 
does  not  form  a  dye  with  diazotized  sulfanilic  acid 


352 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  201 

USES. — For  preparation  of  l-amino-8-naphthol-2 :  4-disulfonic  Acid 

Naphthazarin  (C.  A.  nomen.) 

5 :  6-Dihy droxy-1 : 4-naphthoquinone 

5 : 6-Dihydroxy-a-naphthoquinone 

1 : 2-Dihydroxy-naphthoquinone 

Oxy-juglone 


HO 


FORMATION. — Crude  dinitro-naphthalene  (a  mixture  of  1:5-  and  1 :  8- 
dinitro-naphthalene)  is  treated  with  oleum  and  sulfur 

LITERATURE. — Georgievics  and  Grandmougin,  Dye  Chemistry,  333 
Cf.  Lange,  Zwischenprodukte,  #2759 
Schultz,  Farbstofftabellen  (1914),  #774 
Thorpe,  Die.  Chemistry,  3,  656,  569 

Dyes  Derived  from  Naphthazarin 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

774 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  Black 

I  '14:—  205,439 
I  '20:—  17,421 

[NaHS03] 

M 

775 

Alizarin  Dark 
Green  W 

Phenol 

M 

1: 2-j3-Naphthazoledione  (C.  A.  nomen.) 
See,  /3-Naphthisatin 


DYES  CLASSIFIED  BY  INTERMEDIATES 
o-Naphthionic  Acid 

See,  l-Naphthylamine-2-sulfonic  Acid 


353 


Naphthionic  Acid 

Naphtholic  Acid 
Piria's  Acid 

l-Naphthylamine-4-sulfonic  Acid 
l-Amino-naphthalene-4-sulfonic  Acid 
4-Amino-l-naphthalene-sulfonic  Acid  (C.  A.  numbering) 

Note.—C.  A.  nomenclature  is  Naphthionic  Acid,  but  C.  A.  numbers 
from  the  -SOSH  group,  instead  of  from  -NH2  group,  as  is  the  usual  procedure 

NH2 


S03H 


STATISTICS. — Manufactured  '17: —         ? 

Manufactured  '18:— 1,462,216  Ibs. 
Manufactured  '19:— 2,008,189  Ibs. 
Manufactured  '20:— 3,773,191  Ibs. 

FORMATION. — By  " baking"  a-naphthylamine  and  sulfuric  acid  plus  a 
little  oxalic  acid  in  pans  in  an  oven 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  189 
Lange,  Zwischenprodukte,  #2359 
Thorpe,  Die.  Chemistry,  3,  590 

Dyes  Derived  from  Naphthionic  Acid 


Schultz 
Number 
for  Dye 

52 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Closs 

A 

MONOAZO  DYES 
Archil  Substitute  V 

p-Nitro-aniline 

91 

Anthracyl  Chrome 
Green  AD 

I  '14:—    4,596 
M'18:—      ? 
I  '20:—    3,316 

Picramic  Acid 

ACr 

354 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Naphthionic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

160 

Naphthylamine 

I  '14:—  68,281 

a-Naphthol 

ACr 

Brown 

M'17:—      ? 

Fast  Brown  N 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

161 

Fast  Red  A 

I  '14:—  46,359 

/3-Naphthol 

A 

M  '17:—  191,424 

M  '18:—  242,215 

M  '19:—  267,582 

I  '20:—       948 

M  '20:—  433,989 

163 

Azo  Rubine 

I  '14:—  230,763 

Nevile-Winther's  Acid 

A 

M  '17:—  197,621 

M'18:—  79,779 

M  '19:—  187,264 

I  '20:—    1,102 

M  '20:—  470,949 

164 

Fast  Red  VR 

I  '14:—  20,714 

l-Naphthol-5-sulfonic 

ACr 

M'17:—      ? 

Acid 

M'18:—      ? 

M'19:—      ? 

I  '20:—    6,290 

M'20:—      ? 

165 

Azo  Red  A 

l-Naphthol-3:  6-disul- 

A 

fonic  Acid 

166 

Fast  Red  E 

I  '14:—    2,473 

Schaeffer's  Acid 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

167 

Croceine  Scarlet  3BX 

I  '14:—  13,101 

Croceine  Acid 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

I  '20:—       651 

M'20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Naphthionic  Acid  (continued) 


355 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

168 

Amaranth 

I  '14:—  86,067 

R  Acid 

A 

M'17:—  66,069 

M'18:—  73,539 

M  '19:—  294,416 

I  '20:—       110 

M  '20:—  204,958 

169 

Cochineal 

I  '14:—  32,645 

G  Acid 

A 

Red  A 

M'17:—      ? 

M'18:—      ? 

M  '19:—  231,519 

M  '20:—  288,945 

170 

Ponceau  6R 

2-Naphthol-3:6:8- 

A 

trisulfonic  Acid 

171 

Chromotrope  8B 

M'18:—      ? 

Chromotropic  Acid 

A 

DISAZO  DYES 

209 

Terra  Cotta  FC 

I  '14:—       551 

Primuline  or 

D 

Dehydro-thio- 

toluidine-sulfonic 

Acid 

m-Phenylene-diamine 

213 

Fast  Brown 

I  '14:—    3,206 

Resorcinol 

A 

M'17:—      ? 

Naphthionic  Acid 

M'18:—      ? 

(2  mols) 

M'19:—      ? 

-• 

M'20:—      ? 

264 

Fast  Sulf  on 

M'19:—      ? 

HAcid 

A 

Black  F 

I  '20:—    2,204 

/3-Naphthol 

M'20:—      ? 

307 

Congo  Red 

I  '14:—  20,629 

Benzidine 

D 

. 

M'17:—      ? 

Naphthionic  Acid 

M'18:—  587,153 

(2  mols) 

M'19:—  873,734 

M'20:— 

1,502,630 

356 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Naphthionic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

309 

Glycine  Red 

Benzidine 

D 

a-Naphthyl-glycine 

311 

Orange  TA 

I  '14:—       602 

Benzidine 

D 

M'17:—      ? 

Cresol 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

312 

Congo  Corinth  G 

I  '14:—  44,157 

Benzidine 

D 

M'17:—      ? 

Nevile-Winther's  Acid 

M'18:—      ? 

M  '19:—  137,704 

M  '20:—  242,503 

313 

Congo  Rubine 

I  '14:—  46,213 

Benzidine 

D 

M'17:—      ? 

Croceine  Acid 

M'18:—      ? 

I  '20:—    2,601 

340 

Benzo  Orange  R 

I  '14:—    1,073 

Benzidine 

D 

M'17:—      ? 

Salicylic  Acid 

M'18:—  50,422 

M'19:—  42,807 

I  '20:—       220 

M'20:—  86,210 

356 

Dianol  Red  2B 

I  '14:—  4,422 

Dichloro-benzidine 

D 

I  '20:—  17,632 

Naphthionic  Acid 

(2  mols) 

363 

Benzo  Purpurin  4B 

I  '14:—  351,712 

Tolidine 

D 

M'17:—      ? 

Naphthionic  Acid 

M'18:—  356,522 

(2  mols) 

M'19:—  288,021 

I  '20:—    3,492 

. 

M'20:—  617,629 

368 

Brilliant 

I  '14:—    6,634 

Tolidine 

D 

Purpurin  4B 

Broenner's  Acid 

DYES  CLASSIFIED  BY  INTERMEDIATES 


357 


Dyes  Derived  from  Naphthionic  Acid  (continued) 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

369 

Brilliant  Purpurin  R 

I  '14:—    8,051 

Tolidine 

D 

Amino-R  Acid 

374 

Congo  4R 

M'18:—      ? 

Tolidine 

D 

Congo  Red  4R 

Resorcinol 

375 

Congo  Corinth  B 

I  '14:—    2,196 

Tolidine 

D 

M'19:—      ? 

Nevile-Winther's  Acid 

405 

Benzopurpurin  10B 

I  '14:—  47,768 

Dianisidine 

.    D 

M'18:—      ? 

Naphthionic  Acid 

M'19:—      ? 

(2  mols) 

I  '20:—    2,205 

M'20:—  41,265 

407 

Azo  Violet 

Dianisidine 

D 

Nevile-Winther's  Acid 

TRISAZO  DYES 

479 

Dianil  Black  R 

Benzidine 

D 

Chromotropic  Acid 

ra-Phenylene-diamine 

481 

Azo  Corinth 

Tolidine 

D 

Resorcinol 

3-  Amino-  1  -  phenol-4- 

sulfonic  Acid 

TETRAKISAZO  DYES 

487 

Benzo  Brown  B 

I  '14:—       438 

m-Phenylene-diamine 

D 

M'20:—          ? 

(3  mols) 

Naphthionic  Acid 

(2  mols) 

488 

Toluylene  Brown  R 

I  '14:—       201 

3  :  5-Diamino-p-toluene- 

D 

sulfonic  Acid 

m-Phenylene-diamine 

(2  mols) 

Naphthionic  Acid 

(2  mols) 

358  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Naphthionic  Acid  (continued) 


Schultz 
Number 
Jar  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TETRAKISAZO  DYES 

(continued) 

490 

Cotton  Brown  A 

I  '14:—  29,074 

Benzidine 

D 

w-Phenylene-diamine 

(2  mols) 

Naphthionic  Acid 

(2  mols) 

DlPHENYL-NAPHTHYL- 

-METHANE   DYE 

563 

New  Patent  Blue  B 

I  '14:—       595 

Hydrol 

A 

I  '20:—    1,814 

[Substitution  of  NH2  by 

S03H;  Oxidation] 

/3-Naphthisatin 

2-Naphthisatin 

1 : 2-/3-Naphthazoledione  (C.  A.  nomen.for  ketoform) 

1:  2-Diketo-l:  2-dihydro-/3-naphthindole 

CO— CO  CO— C.OH 


— NH 


or 


— N 


FORMATION.  —  0-Naphthylamine  is  reacted  with  glyoxal  sodium  bisul- 
fite compound  forming  /3-naphthindol-sulfonate 


.  S03Na 


By  adding  acetic  acid  and  sodium  nitrite  to  a  solution  of  this  latter 
body    in    warm    water,    there  results  isonitroso-naphthoxindole 

/CrN.OH 
Ci0H<<    >CO        ,   which  upon  being  boiled  with  sulfuric  acid 

\NH 
forms  the  /3-naphthisatin 

LITERATURE.—  Beilstein,  Organische  Chemie  (2  auf.)  II,  624;  II  spl.342 
Cf.  Lange,  Zwischenprodukte,  #2965 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  /3-Naphthisatin 


359 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

891 

INDIGO  GROUP  DYES 
Ciba  Green  G 

I  '14:—       119 

/3-Naphisatin  (2  mols) 
[Bromination] 

V 

892 

Helindone  Green  G 

I  '20:—    1,248 

/3-Naphthisatin  (2  mols) 
[Bromination] 

V 

2-Naphthisatin 

j  0-Naphthisatin 


1-Naphthol 

See,  a-Naphthol 

2-Naphthol 

See,  /3-Naphthol 

a-Naphthol 

1-Naphthol  (C.  A.  nomen.) 

OH 


STATISTICS. — Imported  '14: — 405,578  Ibs. 
Manufactured  '17:—  72,329  Ibs. 
Manufactured  '18:— 136,723  Ibs. 
Manufactured  '19:— 135,025  Ibs. 
Manufactured  '20:—  ? 

FOKMATION. — (l)Naphthalene  is  sulfonated  cold  to  a-naphthalene- 
sulfonic  acid,  which  is  then  fused  with  caustic  soda  to  form  the 
a-naphthol.  (2)  a-Naphthylamine  hydrochloride  or  sulfate  is 
hydrolyzed  to  a-Naphthol  by  heating  with  water  in  an  autoclave 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  212 
Lange,  Zwischenprodukte,  #2269-2271 
Thorpe,  Die.  Chemistry,  3,  614 


360  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  a-Naphthol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

NITRO  DYES 

6 

Martius  Yellow 

I  '14:—    3,295 

[Dinitration] 

A 

I  '20:—         26 

7 

Naphthol  Yellow  S 

I  '14:—  251,222 

[Dinitration,  Sulfona- 

A 

M'17:—      ? 

tion] 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

MONOAZO  DYES 

105 

Sudan  Brown 

M'17:—      ? 

a-Naphthylamine 

ss 

M  '18:—      ? 

M'19:—      ? 

144 

Orange  I 

I  '14:—    8,305 

Sulfanilic  Acid 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

I  '20:—     1,323 

M'20:—  14,684 

160 

Naphthylamine 

I  '14:—  68,281 

Naphthionic  Acid 

ACr 

Brown 

M'17:—      ? 

Fast  Brown  N 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

172 

Fast  Brown  3B 

I  '14:—     1,477 

Broenner's  Acid 

A 

180 

Erio  Chrome  Blue 

I  '14:—  57,000 

l-Amino-2-naphthol-4- 

ACr 

Black  B 

M'17:—    9,326 

sulfonic  Acid 

M'18:—      ? 

M'19:—      ? 

I  '20:—  20,371 

M'20:—  29,255 

183 

Erio  Chrome  Black  T 

I  '14:—  129,550 

Nitro-1  -amino-2-naph- 

ACr 

M'18:—      ? 

thol-4-sulfonic  Acid 

M'19:—      ? 

I  '20:—    2,624 

M'20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  a-Naphthol  (continued) 


361 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

212 

Fast  Brown  G 

I  '14:—  17,407 

Sulf  anilic  Acid  (2  mols) 

A 

Acid  Brown  G 

I  '20:—       485 

214 

Fast  Brown  0 

I  '14:—    2,000 

Xylidine-sulfonic  Acid 

A 

(2  mols) 

INDOPHENOL  DYE 

619 

Indophenol 

M'17:—      ? 

Nitroso-dimethyl- 

V 

M'18:—      ? 

aniline  or 

M  19:—  126,611 

Dimethyl-p- 

M'20:—      ? 

phenylene-diamine 

SULFUR  DYE 

731 

Thiophor  Indigo  CJ 

Dimethyl-p-phenylene- 

S 

diamine 

[S+NasS] 

895 

INDIGO  GROUP  DYE 

Alizarin  Indigo  3R 

I  '20:—    3,514 

Dibromo-isatin 

V 

Chloride 

0-Naphthol 

2-Naphthol  (C.  A.  nomen.) 


STATISTICS.—  Imported  '14:—  1,264,525  Ibs. 
Manufactured  '17:—  5,952,772  Ibs. 
Manufactured  '18:—  5,254,637  Ibs. 
Manufactured  '19:—  4,916,416  Ibs. 
Manufactured  '20:—  11,920,714  Ibs. 

FORMATION.  —  Naphthalene  is  sulfonated  to  jS-naphthalene-sulfonic  acid; 
this  is  fused  with  caustic  soda,  and  the  resulting  /3-naphthol  is 
isolated  and  purified 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  212 
Thorpe,  Die,  Chemistry,  3,  614,  622 


362 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  0-Naphthol 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

NITROSO  DYE 

2 

Gambine  Y 

[Nitroso-derivative] 

M 

Fast  Printing  Green 

MONOAZO  DYES 

36 

Sudan  I 

I  '14:—    4,554 

Aniline 

S3 

Oil  Orange 

M'17:—  32,455 

M'18:—  29,670 

M'19:—  75,868 

M  '20:—  116,624 

46 

m-Nitraniline 

m-Nitro-aniline 

MF 

Orange 

56 

Paranitraniline  Red 

I  '14:—  49,847 

p-Nitro-aniline 

MF 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

72 

Pigment  Orange  R 

p-Nitro-o-toluidine 

CL 

MF 

73 

Pigment  Fast 

I  '14:—  49,708 

m-Nitro-p-toluidine 

CL 

Red  HL 

M'17:—      ? 

Lithol  Fast 

M'18:—      ? 

Scarlet  R 

M'19:—      ? 

Helio  Fast  Red  RL 

I  '20:—    1,001 

M'20:—      ? 

74 

Tannin  Orange  R 

I  '14:—    2,202 

o-  and  p-Amino-benzyl- 

B 

I  '20:—       347 

dimethyl-amine 

76 

Sudan  II 

I  '14:—       501 

Xylidine 

ss 

M'17:—  27,595 

M'18:—  23,692 

M'19:—      ? 

I 

M'20:—  170,658 

86 

Azarine  S 

2-Amino-4:  6-dichloro- 

M 

phenol 

93 

Pigment  Purple  A 

I  '14:—         99 

o-Anisidine 

CL 

Sudan  R 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  /3-Naphthol  (continued) 


363 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

97 

Chloranisidine 

Chloro-anisidine 

MF 

Scarlet 

98 

Naphthol  Pink 

I  '14:—         99 

p-Nitro-o-anisidine 

MF 

Nitrosamine 

PinkBX 

99 

Tuscaline  Orange  G 

ra-Nitro-o-anisidine 

CL 

* 

MF 

106 

Carmine  Naphth 

I  '14:—    6,565 

a-Naphthylamine 

CL 

Garnet 

M'17:—      ? 

Autol  Red  RL 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

115 

Azo  Turkish  Red 

/3-Naphthylamine 

MF 

126 

Indoin  Blue  R 

I  '14:—  15,353 

Safranine 

B 

Union  Blue  R 

M'17:—      ? 

or 

M'18:—      ? 

ra-Tolylene-diamine 

o-Toluidine 

Aniline 

131 

Permanent  Orange  R 

2-Amino-6-chloro-ben- 

CL 

zene-sulfonic  Acid 

132 

Lake  Red  P 

I  '14:—  60,345 

p-iNitro-aniline-a-sul- 

CL 

M  '17:—      ? 

fonic  Acid 

M'18:—      ? 

M'19:—      ? 

I  '20:—    1,750 

145 

Orange  II 

I  '14:—  128,877 

Sulfanilic  Acid 

A 

M'17:—  712,586 

M'18:—  916,890 

M'19:— 

1,133,925 

I  '20:—    2,265 

M'20:— 

1,850,341 

364 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  /3-Naphthol  (continued) 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

148 

MONOAZO  DYES 
(continued) 
Fast  Orange  0 

I  '14:—    1,250 
M'17:—      ? 

o-Nitro-aniline-p- 
sulfonic  Acid 

CL 

151 

Orange  T  and  HO 

I  '14:—  90,747 
M'17:—      ? 
M'19:—      ? 
I  '20:—         20 
M'20:—      ? 

o-Toluidine-m-sulfonic 
Acid 

A 

153 

Lake  Red  C 

I  '14:—  306,607 
M'19:—      ? 
I  '20:—    4,105 
M'20:—      ? 

2-Chloro-5-toluidine- 
4-sulfonic  Acid 

CL 

156 

Acid  Alizarin 
Violet  N 
Palatine  Chrome 
Violet 

I  '14:—    1,199 
M'19:—      ? 
M'20:—      ? 

o-Amino-phenol-p-sul- 
fonic  Acid 

ACr 

159 

Acid  Alizarin 
Black  R 

I  '14:—  16,800 
M'19:—      ? 
I  '20:—       439 
M'20:—      ? 

2-Amino-6-nitro-l- 
phenol-4-sulfonic 
Acid 

M 

161 

Fast  Red  A 

I  '14:—  46,359 
M'17:—  191,424 
M  '18:—  242,215 
M'19:—  267,582 
I  '20:—       948 
M'20:—  433,989 

Naphthionic  Ac'd 

A 

162 

Brilliant  Fast  Red  G 

Laurent's  Acid 

A 

"~173  " 

Lithol  Red  R 

I  '14:—  281,963 
M  17:—      ? 
M  '18:—  353,104 
M'19:—  269,169 
M'20:—      ? 

2-Naphthylamine-l- 
sulfonic  Acid 

CL 

DYES  CLASSIFIED  BY  INTERMEDIATES 


365 


Dyes  Derived  from  /3-Naphthol  (continued) 


Schultz 
Number 
jo?  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

174 

Double  Brilliant 

I  '14:—  210,429 

Broenner's  Acid 

A 

Scarlet 

M'17:—      ? 

M'20:—      ? 

175 

Ponceau  for  Silk 

I  '14:—       727 

2-Naphthylamine-8- 

A 

and  5-sulf  onic  Acids 

181 

Palatine  Chrome 

I  '14:—  248,721 

1  -  Amino-2-naphthol-4- 

ACr 

Black  6B 

M'17:—      ? 

sulfonic  Acid 

Salicine  Black  U 

M  '18:—  469,159 

M  '19:—  739,372 

M'20:—    2,001 

M'20:— 

1,074,248 

184 

Erio  Chrome 

I  '14:—  96.570 

Nitro-l-amino-2-naph- 

ACr 

Black  A 

M'17:—      ? 

thol-4-sulfonic  Acid 

M'18:—      ? 

M  '19:—  686,700 

'•  '**••—"  ' 

I  '20:—  14,262 

M'20:—      ? 

185 

Anthracene  Chrome 

I  '14:—  51,577 

2-Amino-3-"naphthol-6- 

M 

Black 

I  '20:—    2,339 

sulfonic  Acid 

193 

Clayton  Cloth  Red 

I  '14:—        100 

Dehydro-thio-p- 

A 

Stanley  Red 

M'18:—      ? 

toluidine-sulfonic 

M'19:—      ? 

Acid 

M'20:—      ? 

200 

Lake  Red  D 

I  '14:—    2,428 

Anthranilic  Acid 

CL 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

DISAZO  DYES 

223 

Sudan  III 

I  '14:—    2,409 

Amino-azo-benzene 

S3 

M'17:—      ? 

MF 

M'18:—      ? 

• 

M'19:—      ? 

M'20:—      ? 

366 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  /3-Naphthol  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYES 

232 

(continued) 
Sudan  IV 

I  '14:—         51 

o-Amino-azo-toluene 

ss 

M'17:—  13,334 
M'18:—  14,904 
M'19:—      ? 

MF 

M'20:—      ? 

239 

Azotol  C 

Amino-chrysoidine 

MF 

or 

p-Amino-acetanuide  and 
jw-phenylene-diamine 

or 

.AT-Dimethyl-p:  p'-dia- 
mino-azo-benzene 

240 

Janus  Red  B 

I  '14:—       250 
I  '20:—       176 

m-Amino-phenyl-tri- 
methyl-ammonium 
Chloride 

B 

w-Toluidine 

246 

Cloth  Scarlet  G 

I  '14:—           9 

Amino-azo-benzene- 

A 

M'17:—      ? 

sulfonic  Acid 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

247 

Double  Scarlet 
Scarlet  EC 

I  '14:—  39,522 
M'17:—      ? 

Amino-azo-benzene- 
disulfonic  Acid 

A 

M'18:—  74,203 
M'19:—      ? 

M'20:—      ? 

252 

Cloth  Scarlet  R 

o-Amino-azo-toluene- 

M 

sulfonic  Acid 

260 

Erio  Chrome 

I  '14:—       882 

Sulfanilic  Acid 

ACr 

Verdon  A 

m-Amino-2>-cresol 

264 

Fast  Sulf  on  Black  F 

M'19:—      ? 
I  '20:—    2,204 
M'20:—      ? 

Naphthionic  Acid 
HAcid 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 


367 


Dyes  Derived  from  |3-Naphthol  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

271 

DISAZO  DYES 
{continued} 
Diamine  Blue  6G 

Amino-G  Acid 
l-Amino-2-naphthol 
Ethyl  Ether 

D 

288 

Acid  Alizarine 
Black  SE 
Palatine  Chrome 
Black  F 

I  14:—  19,185 
I  '20:—  34,302 

2:  6-Diamino-phenol- 
4-sulfonic  Acid 
/S-Naphthol  (2  mols) 

ACr 

289 

Acid  Alizarine 
Black  SN 
Palatine  Chrome 
Black  S 

M'17:—      ? 
M'18:—      ? 
M'19:—      ? 

2  :  6-Diamino-phenol-4- 
sulf  onic  Acid 
Schaeffer's  Acid 

ACr 

318 

Benzidine  Puce 

Benzidine 
j8-Naphthol  (2  mols) 

MF 

322 

Trisulfon  Violet  B 

I  14:—    1,124 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
I  '20:—    7,927 
M'20:—      ? 

Benzidine 
l-Naphthol-3:6:8-tri- 
sulfonic  Acid 

D 

378 

Trisulfon  Blue  R 

I  '14:—       911 
M'19:—      ? 
M'20:—      ? 

l-Naphthol-3:6:8-tri- 
sulfonic  Acid 
Tolidine 

D 

400 

Milling  Scarlet  4R 
Acid  Anthracene 
Red3B 

I  '14:—  18,330 
I  '20:—    2,336 

o-Tolidine-disulfonic 
Acid 
0-Naphthol  (2  mols) 

A 

406 

Diazurine  B 

Dianisidine 
l-Naphthylamine-6- 
sulfonic  Acid  (2  mols) 
/3-Naphthol  (2  mols  on 
fiber) 

D 

368 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  /3-Naphthol  (continued) 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

408 

Dianisidine  Blue 

I  '14:—       240 

Dianisidine 

D 

iS-Naphthol  (2  mols) 

409 

Trisulfon  Blue  C 

I  '14:—       813 

Dianisidine 

D 

l-Naphthol-3:6:8- 

trisulfonic  Acid 

419 

Chicago  Blue  RW 

I  '14:—  15,176 

Dianisidine 

D 

M'19:—      ? 

1  -Amino-8-naphthol- 

I  '20:—       351 

2  :  4-disulf  onic  Acid 

M'20:—      ? 

434 

Coomassie  Navy 

I  '20:—  42,357 

1  :  4-Naphthylene-dia- 

A 

Blue 

mine-2-suLfonic  Acid 

RAcid 

DlPHENYL-NAPHTHYL- 

METHANE    DYE 

566 

Wool  Green  S 

I  '14:—  60,073 

Ketone 

A 

M'17:—      ? 

[Sulfonation] 

M'19:—      ? 

I  '20:—  127,764 

M  '20:—  212,362 

OXAZINE  DYES 

649 

New  Blue  R 

I  '14:—  32,509 

Nitroso-dimethyl- 

B 

Meldola's  Blue 

M'17:—      ? 

aniline 

Cotton  Blue 

M'18:—  22,613 

M'19:—      ? 

I  '20:—    5,240 

M'20:—      ? 

650 

New  Blue  B 

Nitroso-dimethyl- 

B 

aniline  (2  mols) 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  /3-Naphthol  (continued) 


369 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYES 

(continued) 

651 

New  Methylene 

Nitroso-dimethyl- 

B 

Blue  GG 

aniline 

[Dimethyl-amine, 

Oxidation] 

or 

[Meldola's  Blue,    Di- 

methyl-amine,   Oxi- 

dation] 

652 

New  Fast  Blue  F 

I  '14.—    2,502 

Nitroso-dimethyl- 

B 

aniline 

Hydrol 

or 

[Meldola's  Blue; 

Hydrol] 

a-Naphthol-carboxylic  Acid 

See,  l-Hydroxy-2-naphthoic  Acid 

/3-Naphthol-carboxylic  Acid 

See,  3-Hydroxy-2-naphthoic  Acid 

l-Naphthol-3 :  6-disulf onic  Acid  (C.  A.  nomen.) 
R  G  Acid 
G  R  Acid 
a-Naphthol-disulfonic  Acid  R  G 

OH 


H03S 


S03H 


STATISTICS. — Manufactured  '19: —      ? 
Manufactured  '20:—      ? 


370 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — (1)    By    fusing   sodium   naphthalene-l:3: 6-trisulfonate 
with  half  its  weight  of  caustic  soda  and  half  its  weight  of  water  in 
an  autoclave.     (2)  By  diazotizing  l-naphthylamine-3 : 6-disulfonic 
acid  and  adding  to  boiling  dilute  sulfuric  acid 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  218 
Lange,  Zwischenprodukte,  #2636 
Thorpe,  Die.  Chemistry,  3,  619 

Dyes  Derived  from  l-Naphthol-3:  6-disulfonic  Acid 


Schullz 
Number 
Jar  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYES 

64 

Azo  Acid  Red  B 

1  '14:—  78,305 

p-Amino-acetanilide 

A 

Lanafuchsine 

M'17:—      ? 

t-  ' 

M'18:—      ? 

M'19:—  15,272 

I  '20:—       674 

M'20:—      ? 

81 

Palatine  Scarlet  A 

I  '14:—    7,510 

m-Xylidine 

A 

Brilliant  Cochineal 

2R 

109 

Palatine  Red  A 

I  '14:—       300 

a-Naphthylamine 

A 

M'18:—      ? 

M'19t—      ? 

165 

Azo  Red  A 

Naphthionic  Acid 

A 

DISAZO  DYES 

225 

Croceine  AZ 

I  '14:—       500 

Amino-azo-benzene 

A 

I  '20:—       100 

l-Naphthol-3:  8- disulfonic  Acid  (C.  A.  nomen.) 
Andresen's  Acid 
e-Acid  or  Epsilon  Acid 
a-Naphthol-€-disulfonic  Acid 
Disulfo  Acid  E 


H03S     OH 


S03H 


DYES  CLASSIFIED  BY  INTERMEDIATES 
STATISTICS. — Manufactured  '20: —      ? 


371 


FORMATION. — Heat  a  solution  of  the  acid  sodium  salt  of  1-naphthyl- 
amine-3:  8-disulfonic  acid  in  an  autoclave  for  5  hours  at  180° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  219 
Lange,  Zwischenprodukte,  #2638,  2639 
Thorpe,  Die.  Chemistry,  3,  619 

Dyes  Derived  from  l-Naphthol-3 : 8-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

100 

Eosamine  B 

I  '14:—    1,914 

ra-Amino-p-cresol- 

A 

I  '20:—    1,600 

methyl  ether 

117 

Erica  2  GN 

I  '14:—    1,171 

Dehydro-thio-p-tolui- 

D 

M'19:—      ? 

dine 

I  '20:—       337 

121 

Erica  B 

I  14:—    5,349 

Dehydro-thio-m- 

D 

M'19:—      ? 

xylidine 

I  '20:—    2,393 

DISAZO  DYES 

325 

Columbia  Blue  R 

I  '14:—    3,071 

Benzidine 

D 

l-Amino-8-naphthol-4- 

sulfonic  Acid 

387 

Columbia  Blue  G 

I  '14:—    7,094 

Tolidine 

D 

l-Amino-8-naphthol-4- 

sulfonic  Acid 

TEISAZO  DYES 

451 

Congo  Fast  Blue  R 

I  '14:—    4,449 

Tolidine 

D 

M'18:—      ? 

a-Naphthylamine 

I  '20:—       723 

l-Naphthol-3:  8-disul- 

fonic Acid  (2  mols) 

456 

Congo  Fast  Blue  B 

I  '14:—  100,495 

Dianisidine 

D 

Benzo  Fast  Blue  B 

I  '20:—    1,821 

a-Naphthylamine 

l-Naphthol-3:  8-disul- 

fonic Acid  (2  mols 

372 


DYES  CLASSIFIED  BY  INTERMEDIATES 


l-Naphthol-4:  8-disulfonic  Acid  (C.  A.  nomen.) 
Schoellkopf  s  Acid 
a-Naphthol-disulfonic  Acid  Sch 
a-Naphthol-5-disulfonic  Acid 
a-Naphthol-disulfonic  Acid  S 
S  Acid 
H03S      OH 


SO3H 
STATISTICS. — Manufactured  '19:—      ? 

FORMATION. — From  l-naphthylamine-4 :  8-disulfonic  acid  by  diazotizing 
and  running  this  diazo  solution,  into  dilute  sulfuric  acid.  This 
latter  is  now  boiled  to  complete  the  decomposition 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  219 
Lange,  Zwischenprodukte,  #2647 
Thorpe,  Die.  Chemistry,  3,  620 

Dyes  Derived  from  l-Naphthol-4: 8-disulfonic  Acid 


Schultz 
Number 
jar  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

80 

MONOAZO  DYES 
Wool  Scarlet  R 

I  '14:—  39,888 

Xylidine 

A 

95 
110 

Azo  Cochineal 
Cochineal  Scarlet  B 

Buffalo  Rubine 

I  '14:—       952 

o-Anisidine 
a-Naphthylamine 

A 
A 

118 
226 

Geranine 

DISAZO  DYES 
Croceine  B 

I  '14:—  18,917 
M'19:—      ? 
I  '20:—       527 

Dehydro-thio-p- 
toluidine 

Amino-azo-benzene 

D 
A 

235 
i 

Croceine  3B 

M'19:—      ? 
M'20:—      ? 

Amino-azo-toluene 

A 

321 

Heliotrope  2B 

I  '14:—     1,473 
I  '20:—         60 

Benzidine 
Croceine  Acid 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES  373 

2-Naphthol-3 :  6-disulf onic  Acid 
See,  R  Acid 

2-Naphthol-3 :  7-disulf onic  Acid  (C.  A.  nomen.) 
j3-Naphthol-5-disulfonic  Acid 
/3-Naphthol-disulfonic  Acid  F 


_  p  H  0  «  _ 
CioH807S2  - 


FORMATION. — 2-Naphthol-7-sulfonic  acid  is  heated  with  66°  sulfuric 
acid  for  a  considerable  time  at  120° 

LITERATURE. — Lange,  Zwischenprodukte,  #2653,  2654 
Thorpe,  Die.  Chemistry,  3,  627 

Dye  Derived  from  2-Naphthol-3 :  7-disulf  onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

402 

Diamine  Blue 

Ethoxy-bcnzidine 

D 

Black  E 

Gamma  Acid 

2-Naphthol-6: 8-disulfonic  Acid 
See,  G  Acid 

a-Naphthol-6-disulfonic  Acid 

See,  l-Naphthol-4 :  8-disulfonic  Acid 

a-Naphthol-e-disulfonic  Acid 

See,  l-Naphthol-3 :  8-disulfonic  Acid 

a-Naphthol-disulfonic  Acid  GR 

See,  l-Naphthol-3 :  6-disulf  onic  Acid 

a-Naphthol-disulfonic  Acid  RG 

See,  l-Naphthol-3 :  6-disulf  onic  Acid 


374  DYES  CLASSIFIED  BY  INTERMEDIATES 

a-Naphthol-disulfonic  Acid  S 

See,  l-Naphthol-4 : 8-disulf onic  Acid 

a-Naphthol-disulfonic  Acid  Sch 

See,  l-Naphthol-4:  8-disulf  onic  Acid 

0-Naphthol-a-disulfonic  Acid 
See,  R  Acid 

/3-Naphthol-/3-disulf onic  Acid 
See,  G  Acid 

/3-Naphthol-7-disulf onic  Acid 
See,  G  Acid 

j8-Naphthol-5-disulfonic  Acid 

See,  2-Naphthol-3: 7-disulfonic  Acid 

/3-Naphthol-disulf  onic  Acid  C 

2-Naphthol-4: 8-disulf  onic  Acid  (not  considered  herein) 

0-Naphthol-disulf  onic  Acid  P 

See,  2-Naphthol-3:  7-disulfonic  Acid 

0-Naphthol-disulfonic  Acid  G 
See,  G  Acid 

0-Naphthol-disulf  onic  Acid  R 
See,  R  Acid 

Naphtholic  Acid 

See,  Naphthionic  Acid 

« 

l-Naphthol-4-sulf onic  Acid 

See,  Nevile-Winther's  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES  375 

l-Naphthol-5-sulfonic  Acid  (C.  A.  nomen.) 
LAcid 
Cleve's  Acid 

a-Naphthol-sulfonic  Acid  C 
a-Naphthol-sulfonic  Acid  L 


—  224 


STATISTICS.— Imported          '14:— 25,126  Ibs. 
Manufactured  '  18 :—      ? 
Manufactured  '19:—      ? 
Manufactured  '20:—      ? 

FORMATION. — (1)  From  naphthalene-1 :  5-disulfonic  acid  by  fusion  with 
caustic  soda.  (2)  From  l-naphthylamine-5-sulfonic  acid  by  diazo- 
tizing,  and  boiling  the  diazo  solution  with  dilute  sulfuric  acid 

LITERATURE.— Cain,  Intermediate  Products  (2d  Ed.),  218 
Lange,  Zwischenprodukte,  #2422-2424 
Thorpe,  Die.  Chemistry,  3,  617 

Dyes  Derived  from  l-Naphthol-5-sulfonic  Acid 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manujacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

78 

Cochineal  Scarlet  4R 

Xylidine 

A 

108 

Double  Ponceau  R 

a-Naphthylamine 

A 

164 

Fast  Red  VR 

I  '14:—  20,714 

Naphthionic  Acid 

ACr 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

I  '20:—    6,290 

M'20:—      ? 

376 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  l-Naphthol-5-sulfonic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYES 

275 

Diamond  Black  F 

I  '14:-462,306 

Amino-salicylic  Acid 

ACr 

M'17:—      ? 

a-Naphthylamine 

M'18:—      ? 

M'  19:—  222,938 

I  '20:—    2,226 

M'20:—      ? 

411 

Benzoazurine  3G 

I  '20:—        201 

Dianisidine 

D 

l-Naphthol-5-sulfonic 

Acid  (2  mols) 

2-Naphthol-l-sulfonic  Acid 

Tobias  Acid 

(Falsely  called  /3-naphthyl-sulfuric  Acid) 


S03H 

C0OH 


=  C10H804S  = 


STATISTICS. — Manufactured    in    1918,    1919,    1920    in    indeterminate 
amounts 

FORMATION. — By  sulfonating  /3-naphthol  with  2-2J^  parts  of  90-92 
per  cent  sulfuric  acid  at  about  40° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  222 
Lange,  Zwischenprodukte,  #2427 
Thorpe,  Die.  Chemistry,  3,  624 

USES. — For  preparation  of  2-naphthylamine-l-sulfonic  acid 

2-Naphthol-6-sulf onic  Acid 
See,  Schaeffer's  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 

2-Naphthol-7-sulfonic  Acid  (C.  A.  nomen.) 

/3-Naphthol-5-sulfonic  Acid 

jft-Naphthol-sulfonic  Acid  F 

FAcid 

Monosulfonic  Acid  F 

Cassella's  Acid 


377 


H03S/\/\OH         _r  H0,_ 
I         I         |  — OioM8(J4o  — 


224 


STATISTICS. — Imported          '14: — 1,996  Ibs. 
Manufactured  '18:—      ? 
Manufactured  '19:—      ? 
Manufactured  '20:—      ? 

FORMATION. — By    fusing    sodium    naphthalene-2 : 7-disulfonate    with 
caustic  soda  solution  in  an  autoclave 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  224 
Lange,  Zwischenprodukte,  #2434 
Thorpe,  Die.  Chemistry,  3,  625 

Dyes  Derived  from  2-Naphthol-7-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  aj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

56 

Paranitraniline  Red 

I  '14:—  49,847 

p-Nitro-aniline 

MF 

M'17:—      ? 

[0-Naphthol] 

M'18:—      ? 

M'19:—      ? 

2-Naphthol-8-sulfonic  Acid 

See,  Croceine  Acid 

a-Naphthol-sulfonic  Acid  5 

l-Naphthol-8-sulfonic  Acid  (not  considered  herein) 


378  DYES  CLASSIFIED  BY  INTERMEDIATES 

a-NaphthoI-sulf onic  Acid  C 

See,  l-Naphthol-5-sulfonic  Acid 

a-Naphthol-sulfonic  Acid  L 

/See,  l-Naphthol-5-sulfonic  Acid 

a-Naphthol-sulfonic  Acid  NW 
See,  Nevile-Winther's  Acid 

a-Naphthol-sulfonic  Acid  S 

l-Naphthol-8-sulfonic  Acid  (not  considered  herein) 

/3-Naphthol-a-sulfonic  Acid  of  Armstrong  and  Schultz 
See,  Schaeffer's  Acid 

0-Naphthol-a-sulfonic  Acid  (of  Bayer  &  Go's  patents) 
See,  Croceine  Acid 

/3-Naphthol-/3-sulf onic  Acid 
See,  Schaeffer's  Acid 

j8-Naphthol-7-sulfonic  Acid 

2-Naphthol-5-sulfonic  Acid  (not  considered  herein) 

/3-Naphthol-6-sulfonic  Acid 

See,  2-Naphthol-7-sulfonic  Acid 

/3-Naphthol-sulf onic  Acid  B 
See,  Croceine  Acid 

/3-Naphthol-sulf onic  Acid  F 

See,  2-Naphthol-7-sulfonic  Acid 

/3-Naphthol-sulf onic  Acid  S 
See,  Schaeffer's  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 
/3-Naphthol-sulfonic  Acid  Schaeffer 

See,  Schaeffer's  Acid 


379 


l-Naphthol-3: 6: 8-trisulfonic  Acid  (C.  A.  nomen.) 
H03S     OH 


H03S 


S03H 


^  384 


STATISTICS. — Imported          '14: — 6,443  Ibs. 
Manufactured  'IS:—      ? 
Manufactured  '19: —      ? 
Manufactured  '20:—      ? 

FORMATION. — From  l-naphthylamine-3:  6: 8-trisulfonic  acid  by  diazo- 
tizing  in  the  presence  of  a  large  excess  of  sulfuric  acid  and  then 
boiling  and  purifying 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  221 
Lange,  Zwischenprodukte,  #2785,  2786 
Thorpe,  Die.  Chemistry,  3,  621 

Dyes  Derived  from  l-Naphthol-3: 6: 8-trisulfonic  Acid 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

322 

Trisulfon  Violet  B 

I  '14:—    1,124 

Benzidine 

D 

M'17:—      ? 

/3-Naphthol 

M'18:—      ? 

M'19:—      ? 

I  '20:—    7,927 

.  • 

M'20:—      ? 

378 

Trisulfon  Blue  R 

I  '14:—       911 

Tolidine 

D 

M'19:—      ? 

j8-Naphthol 

M'20:—      ? 

409 

Trisulfon  Blue  B 

I  '14:—       813 

Dianisidine 

D 

jS-Naphthol 

380  DYES  CLASSIFIED  BY  INTERMEDIATES 

2-Naphthol-3 :  6:  8-trisulfonic  Acid  (C.  A.  nomen.) 

0-Naphthol-trisulfonic  Acid 

H03S 


H03S 


OH 
S03H 


STATISTICS. — Manufactured  '19: —      ? 

FORMATION. — From  /3-naphthol  by  sulfonation  with  2  parts  of  con- 
centrated sulfuric  acid  at  70-80°,  then  with  2  more  parts  of  concen- 
trated sulfuric  acid  at  120°,  and  finally  with  2  parts  of  40  per  cent 
oleum  at  150° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  229 
Lange,  Zwischenprodukte,  #2792 
Thorpe,  Die.  Chemistry,  3,  628 
Ullmann,  Enzy.  tech.  Chemie,  8,  351 

Dyes  Derived  from  2-Naphthol-3 :  6 :  8-trisulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

170 

Ponceau  6R 

Naphthionic  Acid 

A 

DISAZO  DYE 

228 

Ponceau  5R 

I  '14:—    2,880 

Amino-az  o-benzene 

A 

Erythrine  P 

M'17:—      ? 

M'18:—      ? 

jS-Naphthol-trisulfonic  Acid 

See,  2-Naphthol-3:  6:  8-trisulfonic  Acid 

a-Naphthol-trisulfonic  Acid  S 

l-Naphthol-2: 4:  8-trisulfonic  Acid  (not  considered  herein) 

Naphtho-picric  Acid 

2:4:  5-Trinitro-l-naphthol  (not  considered  herein) 


DYES  CLASSIFIED  BY  INTERMEDIATES  381 

1 :  2-Naphthoquinone  ((7.  A.  nomen.) 
0-Naphthaquinone 
1 : 2-Naphthaquinone 

O 


=rO 


FORMATION. — From  Orange  II  as  follows:  Sulfanilic  acid  is  diazotized 
and  coupled  with  /3-naphthol  to  form  Orange  II.  This  azo  dye  is 
reduced  with  stannous  chloride  to  l-amino-2-naphthol,  which  is 
oxidized  with  sodium  bichromate  and  sulfuric  acid  to  jS-naphtho- 
quinone 

LITERATURE. — Thorpe,  Die.  Chemistry,  3,  654 

Lange,  Zwischenprodukte,  #23,  648,  2408 

Dye  Derived  from  1 : 2-Naphthoquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

THIAZINE  DYE 

667 

Brilliant  Alizarin 

I  '14:—  19,481 

Ethyl-sulfobenzyl-p- 

M 

BlueG 

M'19:—      ? 

phenylene-diamine- 

Indochromine  T 

I  '20:—    3,214 

thiosulfonic  Acid 

M'20:—      ? 

1: 2-Naphthoquinone-4:  6-disulfonic  Acid 

/3-Naphthoquinone-4 : 6-disulfonic  Acid 

3:4-Dihydro-3:4-diketo-l:  7-naphthalene-disulfonic  Acid  (C.  A 
nomen.) 


H03S— 


=0 


382 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — l-Nitroso-2-naphthol-6-sulfonic  acid  is  treated  with  bi- 
sulfite forming  l-amino-2-naphthol-4:  6-disulfonic  acid.  This  latter 
body  is  now  oxidized  with  nitric  acid  under  15°,  resulting  in  1:2- 
naphthoquinone-4:  6-disulfonic  acid 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  8,  358 
Cf.  Lange,  Zwischenprodukte,  #2408 
Thorpe,  Die.  Chemistry,  3,  657 

Dyes  Derived  from  l:2-Naphthoquinone-4: 6-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

THIAZINE  DYES 

666 

Indochromogen  S 

Diethyl  -  p  -  phenylene- 
diamine-thiosulfonic- 

M 

Acid 

667 

Brilliant  Alizarin 
BlueG 

I  '14:—  19,481 
M'19:—      ? 

Dimethyl-p-phenylene- 
diamine-thiosulfonic 

M 

Indochromine  T 

I  '19:—    3,214 
M'20:—      ? 

Acid 

/3-Naphthoquinone-4 : 6-disulfonic  Acid 

See,  1: 2-Naphthoquinone-4:  6-disulfonic  Acid 

1 :  2-Naphthoquinone -4-sulf onic  Acid 
/3-Naphthoquinone-4-sulfonic  Acid 
3:4-Dmydro-3:4-diketo-l-naphthalene-sulfonic    Acid    (C.    A 


DYES  CLASSIFIED  BY  INTERMEDIATES 


383 


FORMATION. — 2-Amino-l-naphthol-4-sulfonic  acid  or  l-amino-2-naph- 
thol-4-sulfonic  acid  is  oxidized  with  nitric  acid 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  8,  358 
Thorpe,  Die.  Chemistry,  3,  657 
Cf.  Lange,  Zwischenprodukte,  #2631 

Dyes  Derived  from  1 : 2-Naphthoquinone-4-sulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

656 

OXAZINE  DYES 
Alizarin  Green  G 

M'19:—      ? 

l-Amino-2-naphthol-6- 
sulfonic  Acid 

M 

657 

Alizarin  Green  B 

I  14:—       551 

2-Ammo-l-naphthol-4- 
sulfonic  Acid 

M 

fi-Naphthoquinone-4-sulf onic  Acid 

See,  1 :  2-Naphthoquinone-4-sulfonic  Acid 

Naphtho-resorcin 

1 :  3-Dihydroxy-naphthalene  (not  considered  herein) 


Naphthoyl-benzoic  Acid 
o-1-Naphthoyl-frenzoic  Acid  (C.  A.  nomen.) 


0—  CO.  OH         _ 
\ 


FORMATION. — From  phthalic  anhydride  and  naphthalene  by  heating 
together  in  the  presence  of  benzene  and  aluminium  chloride 

LITERATURE. — Lange,  Zwischenprodukte,  #2812 

Schultz,  Farbstofftabellen  (1914),  #758 


384  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  Naphthoyl-benzoic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

758 

Sirius  Yellow  G 

CL 

Naphthsultam-disulfonic  Acid  S 

l-Naphthylamine-2 : 4 : 8-trisulf onic  Acid  (not  considered  herein) 

1-Naphthylamine 

See,  a-Naphthylamine 

2-Naphthylamine 

See,  /3-Naphthylamine 

a-Naphthylamine 
1-Naphthylamine  (C.  A.  nomen.) 
a-Amino-naphthalene 
Naphthalidam 
Naphthalidine 


NH2 


STATISTICS.— Imported  '14:—  112,226  Ibs. 
Manufactured  '17:— 3,516,686  Ibs. 
Manufactured  '18:— 2,671,601  Ibs. 
Manufactured  '19:— 1,552,828  Ibs. 
Manufactured  '20:— 5,177,547  Ibs. 

FORMATION. — Naphthalene  is  mononitrated,  using  mixed  acid,  and  the 
resulting  a-nitro-naphthalene  is  reduced  with  iron  and  hydrochloric 
acid  to  a-naphthylamine 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  181 
Lange,  Zwischenprodukte,  #2262 
Thorpe,  Die.  Chemistry,  3,  586 


DYES  CLASSIFIED  BY  INTERMEDIATES 


385 


Dyes  Derived  from  a-Naphthylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

105 

Sudan  Brown 

M'17:—      ? 

a-Naphthol 

ss 

M'18:—      ? 

M'19:—      ? 

106 

Carmine  Naphth 

I  '14:—    6,565 

0-Naphthol 

CL 

Garnet 

M'17:—      ? 

Autol  Red  RL 

M.'IS:—      ? 

M'19:—      ? 

M'20:—      ? 

107 

Sulfamine  Brown  A 

I  '14:—       132 

Nitroso-/3-naphthol 

M 

M'18:—      ? 

M'19:—      ? 

I  '20:—    2,630 

M'20:—      ? 

108 

Double  Ponceau  R 

l-Naphthol-5-sulfonic 

A 

Acid 

109 

Palatine  Red  A 

I  '14:—       300 

l-Naphthol-3:  6-disul- 

A 

M'18:—      ? 

fonic  Acid 

M'19:—      ? 

110 

Buffalo  Rubine 

l-Naphthol-4:6-disul- 

A 

fonic  Acid 

111 

Fast  Red  BT 

M'17:—      ? 

Schaeffer's  Acid 

A 

M'18:—      ? 

M'19:—      ? 

112 

Fast  Red  B 

I  '14:—  25,821 

RAcid 

A 

Bordeaux  B 

M'17:—  120,595 

• 

M'18:—  200,415 

M'19:—  161,862 

I  '20:—    7,882 

M'20:—  217,406 

113 

Crystal  Ponceau 

I  '14:—       628 

GAcid 

A 

114 

Chromotrope  10B 

M'19:—      ? 

Chromotropic  Acid 

A 

386  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  a-Naphthylamine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

218 

NigrophorBASF 

l-Amino-8-naphthol-5- 
sulfonic  Acid 

MF 

2:  5-Dichloro-aniline 

220 

Palatine  Black  A 

I  '14:—  299,274 
I  '20:—       200 

l-Amino-8-naphthol-4- 
sulfonic  Acid 

A 

Sulfanilic  Acid 

241 

Neutral  Gray  G 

I  '14:—    2,546 
M'19:—      ? 

Aniline 
Gamma  Acid 

D 

I  '20:—    3,472 
M'20:—      ? 

243 

Coomassie  Wool 
Black  R 

Acetyl-p-phenylene- 
diamine 

A 

Schaeffer?s  Acid 

244 

Coomassie  Wool 
Black  S 

M'18:—      ? 
M'19:—      ? 

Acetyl-p-phenylene- 
diamine 

A 

R  Acid 

245 

Nyanza  Black  B 

p-Nitro-aniline 
[Reduced] 
Gamma  Acid 

D 

256 

Sulfon  Black  3B 

Metanilic  Acid 

A 

Phenyl-1-naphthyl- 
amine-8-sulf  onic  Acid 

257 

Sulfoncyanine 

I  '14:—  145,694 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 

Metanilic  Acid 
Phenyl-  or  Tolyl- 
1-naphthylamine- 
8-suif  onic  Acid 

A 

• 

I  '20:—  18,327 
M'20:—      ? 

258 

Naphthalene  Acid 
Black  4B 

I  '14:—    7,994 

Metanilic  Acid 
l-Naphthylamine-6- 
and  7-sulfonic  Acids 

A 

261 

Buffalo  Black  10B 

M'17:—      ? 

SuKanilic  Acid 

A 

M'18:—      ? 

HAcid 

M'19:—      ? 

• 

M'20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 


387 


Dyes  Derived  from  a-Naphthylamine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

262 

Victoria  Black  B 

I  '14:—       557 

Sulfanilic  Acid 

A 

1  :  8-Dihydroxy-naph- 

thalene-4-sulfonic 

Acid 

263 

Jet  Black  R 

Aniline-2  :  4-disulf  onic 

A 

Acid 

Phenyl-a-naphthyl- 

amine 

265 

Sulfoncyanine 

I  '14:—  69,590 

Laurent's  Acid 

A 

Black  B 

M'17:—      ? 

Phenyl-1-naphthyl- 

M'18:—      ? 

amine-8-sulfonic  Acid 

M'19:—      ? 

M'20:—      ? 

266 

Naphthylamine 

I  '14:—  152,141 

Freund's  Acid 

A 

Black  D 

M'17:—      ? 

a-Naphthylamine 

M'18:—  29,724 

(2  mols) 

M'19:—      ? 

I  '20:—    1,687 

M'20:—      ? 

267 

Anthracite  Black 

I  '14:—         99 

Freund's  Acid 

A 

M'17:—      ? 

Diphenyl-w-phenylene- 

I  '20:—       220 

diamine 

267 

Phenylene  Black 

l-Naphthylamine-4:  7- 

A 

disulf  onic  Acid 

Diphenyl-m-phenylene- 

diamine 

268 

Naphthyl  Blue 
Black  N 

l-Naphthylamine-4:  6- 
and  4  :  7-disulf  onic 

A 

Acids 

1  -Amino-2-naphthol 

Ethyl  Ether 

269 

Naphthol  Black  6B 

I  '14:—  120,512 
I  '20:—    1,500 

l-Naphthylamine-4:  6- 
and  4:  7-disulf  onic 

A 

M'20:—      ? 

Acids 

RAcid 

388 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  a-Naphthylamine  (continued) 


Schuliz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

272 

(continued) 
Naphthol  Black  B 
Brilliant  Black  B 

I  '14:—  103,598 
M'19:—      ? 

Amino-G  Acid 
R  Acid 

A 

I  '20:—         50 

273 

Diaminogen  Blue  BB 

I  '14:—    8,308 
M'17:—      ? 
I  '20:—    5,936 

Acetyl-1  :  4-diamino- 
naphthalene-6-sul- 
fonic  Acid 
SchaefFer's  Acid 

D 

274 

Diaminogen  B 

I  '14:—  313,629 
I  '20:—  18,120 

Acetyl-1  :  4-diamino- 
naphthalene-6-sul- 
fonic  Acid 

D 

Gamma  Acid 

275 

Diamond  Black  F 

I  '14:-^62,306 
M'17:—      ? 

Amino-salicylic  Acid 
Nevile-Winther's  Acid 

ACr 

M  '18:—      ? 
M'19:—  222,938 
I  '20:—    2,226 
M'20:—      ? 

or  l-Naphthol-5- 
sulfonic  Acid 

276 

Diamond  Green  B 

I  '14:—    8,622 
M'18:—      ? 
I  '20:—    4,061 

Amino-salicylic  Acid 
1  :  8-Dihydroxy-naph- 
thalene-4-s  u  1  f  o  n  i  c 
Acid 

ACr 

278 

Biebrich  Patent 
Black 

l-Naphthylamine-6- 
and  7-sulf  onic  Acids 

A 

etc. 

290 

Violet  Black 

Nevile-Winther's  Acid 

D 

p-Phenylene-diamine  or 
Amino-acetanilide 

382 

Azo  Mauve  B 

M'17:—      ? 

Tolidine 

D 

M'20:—      ? 

HAcid 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  a-Naphthylamine  (continued) 


389 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cclion 
Gloss 

DISAZO  DYES 

(continued} 

432 

Diamine  Cutch 

1  :  5-Naphthylene-dia- 

D 

Naphthylene  Violet 

mine-3  :  7-disulf  onic 

Acid 

a-Naphthylamine 

(2  mols) 

TRISAZO  DYES 

435 

Janus  Brown  B 

Trimethyl-m-amino- 

B 

phenyl-ammonium 

Chloride 

Aniline 

m-Phenylene-diamine 

or 

p-Amino-benzyl- 

diethyl-amine 

Resorcinol 

m-Phenylene-diamine 

441 

Diazo  Blue 

M'19:—      ? 

Benzidine 

D 

Black  RS 

M'20:—      ? 

H  Acid  (2  mols) 

442 

Direct  Black  V 

I  '14:—  145,738 

Benzidine 

D 

2R  Acid 

Gamma  Acid 

443 

Direct  Indone 

Benzidine 

D 

Blue  R 

2R  Acid 

H  Acid 

446 

Benzo  Olive 

I  '14:—    1,149 

Benzidine 

D 

Salicylic  Acid 

HAcid 

447 

Benzo  Gray  S 

I  '14:—       802 

Benzidine 

D 

Salicylic  Acid 

Nevile-Winther's  Acid 

450 

Benzo  Black  Blue  R 

Tolidine 

D 

Nevile-Winther's  Acid 

(2  mols) 

390  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  a-Naphthylamine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

451 

TRISAZO  DYES 
(continued) 
Congo  Fast  Blue  R 

I  '14:—    4,449 
M'19:—      ? 
I  '20:—       723 

Tolidine 
l-Naphthol-3:  8-disul- 
fonic  Acid  (2  mols) 

D 

452 

Benzo  Indigo  Blue 

Tolidine 
1  :  8-Dihydroxy-naph- 
thalene-4-sulfonic 
Acid  (2  mols) 

D 

456 

Congo  Fast  Blue  B 
Benzo  Fast  Blue  B 

I  '14:—  100,495 
I  '20:—      1821 

Dianisidine 
l-Naphthol-3  :  8-disul- 
fonic  Acid 

D 

459 

Benzo  Black  Blue  G 

Benzidine-disulfonic 
Acid 
Nevile-Winther's  Acid 
(2  mols) 

D 

460 
653 

Benzo  Black  Blue  5G 

OXAZINE  DYE 
Nile  Blue  A 

I  '14:—       602 

I  '14:—    1,518 
I  '20:—    1,241 

B  enzidine-disulf  onic 
Acid 
1  :  8-Dihydroxy-naph- 
thalene-4-s  u  1  f  o  n  i  c 
Acid  (2  mols) 

5-Diethylamino-2- 
nitroso-phenol 

D 
B 

671 

AZINE  DYES 
Induline  Scarlet 

I  '14:—       198 
I  '20:—       154 

Ethyl-p-toluidine 

B 

672 

Azo  Carmine  G 

I  '14:—  17,500 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
I  '20:—       196 
M'20:—      ? 

Aniline  (3  mols) 
[Disulfonation] 

A 

673 

Azo  Carmine  B 

I  '20:—       549 

Aniline  (3  mols) 
[Trisulfonation] 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  a-Naphthylamine  (continued) 


391 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYES 

(continued) 

674 

Rosinduline  2G 

I  '20:—       201 

Aniline  (3  mols) 

A 

[Trisulfonation,  heated 

to  160°] 

or 

[Azo  Carmine  B  heated 

to  160°] 

693 

Milling  Blue 

I  '14:—    3,082 

Aniline  (3  mols) 

M 

a-Naphthylamine 

(2  mols) 

[Sulfonation] 

694 

Rose  Magdala 

I  '14:—       597 

a-Amino-azo-naph- 

A 

Fast  Pink  for  Silk 

thalene 

/3-Naphthylamine 
2-Naphthylamine  (C.  A.  nomen.) 
/3-Amino-naphthalene 


__-MQ 

=  143 


STATISTICS.  —  Imported          '14:  —  11,204  Ibs. 
Manufactured  '17:  —      ? 
Manufactured  '18:—  31,317  Ibs. 
Manufactured  '19:—  99,597  Ibs. 
Manufactured  '20:—      ? 

FORMATION.  —  From  0-naphthol  by  heating  in  an  autoclave  with  am- 
monium sulfite  and  ammonia. 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  187 
•  Lange,  Zwischenprodukte,  #2262 
Thorpe,  Die.  Chemistry,  3,  598 


392  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  /3-Naphthylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

115 

MONOAZO  DYES 
Azo  Turkish  Red 

/3-Naphthol 

MF 

116 
281 

Sul  famine  Brown  B 

DISAZO  DYES 
Azidine  Fast 
Scarlet  4BS 

Nitroso-/3-naphthol 
[Sodium  bisulfite] 

o-Toluidine 
Sulfo-m-tolylene-dia- 
mine-bis  (carbonyl- 
amino-naphthol- 
sulfonic  Acid) 

M 
D 

282 

Azidine  Fast 
Scarlet  7BS 

/3-Naphthylamine 
(2  mols) 
Sulfo-m-tolylene-dia- 
mine-bis  (carbonyl- 
amino-n  a  p  h  t  h  o  1- 
sulfonic  Acid) 

D 

287 

Toluylene  Orange 
RR 

I  '14:—       500 

/3-Naphthylamine 
(2  mols) 
3  :  5-Diamino-p-toluene- 
sulfonic  Acid 

D 

301 

Hessian  Purple  N 

I  '14:—       465 

/3-Naphthylamine 
(2  mols) 
Diamino-stilbene-disul- 
fonic  Acid 

D 

383 

Naphthazurine  B 

I  '14:—    4,782 

Tolidine 
HAcid 

D 

433 

Coomassie  Black  B 

1  :  4-Naphthylene-dia- 
mine-2-suKonic  Acid 
R  Acid 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 


393 


Dyes  Derived  from  0-Naphthylamine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

541 

Brilliant  Dianil 

/3-Naphthylamine 

B 

Blue  6G 

(3  mob) 

Aniline 

o-Toluidine 

p-Toluidine 

[Disulfonation] 

or 

/3-Naphthylamine 

(3  mols) 

[Rosaniline;  Disulf  ema- 

nation] 

ANTHEAQUINONE  DYE 

831 

Indanthrene  Red  BN 

I  '14:—    6,056 

1-Chloro-anthraqui- 

V 

I  '20:—    4,766 

none-2-carboxylic 

Acid 

l-Naphthylamine-3:  6-disulfonic  Acid 
See,  Freund's  Acid 

l-Naphthylamine-3: 8-disulfonic  Acid 

a-Naphthylamine-€-disulfonic  Acid 

e  Acid  or  Epsilon  Acid 

8-Aminol:  6-raaphthalene-disulfonic  Acid  (C.  A.  nomen.) 


H03S     NH2 


—  CioH9NO6S2=303 


STATISTICS. — Manufactured  in  1919  and  1920  but  in  undisclosed  quanti- 
ties 

FORMATION. — Naphthalene-1 :  5-  and  1 :  6-disulfonic  acids  are  nitrated 
and  reduced,  resulting  in  l-naphthylamine-3 :  8-  and  4:  8-disulfonic 
acids.  The  separation  is  effected  by  crystallizing  out  the  acid 
sodium  salt  of  l-naphthylamine-3 ;  8-disulfonic  acid 


394 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITERATURE.— Cain,  Intermediate  Products  (2d  Ed.),  196 
Lange,  Zwischenprodukte,  #2575,  2576 
Thorpe,  Die.  Chemistry,  3,  592 

l-Naphthylamine-4: 6-  and  4: 7-disulfonic  Acids 
a-Naphthylamine-disulfonic  Acids  D 
Dahl's  Acids  II  and  III  (respectively) 
4-Amino-l :  6-naphthalene-disulf onic  Acid  (C.  A .  nomen.) 
4-Amino-l:  7-naphthalene-disulfonic  Acid  (C.  A.  nomeri) 
NH2  NH2 

and 


H03S  xx 

S03H 
(Acid  II)  (Acid  III) 

STATISTICS. — Manufactured  '20: —      ? 

FORMATION. — From  naphthionic  acid  by  sulfonation  with  25  per  cent 
oleum 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  198 
Thorpe,  Die.  Chemistry,  3,  593,  594 
Lange,  Zwischenprodukte,  #2577-2582 

Dyes  Derived  from  l-Naphthylamine-4:  6-  and  4: 7-disulfonic  Acids 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

54 

Apollo  Red  B 

I  '14:—       904 

p-Nitro-aniline 

A 

DISAZO  DYES 

267 

Phenylene  Black 

I  '14:—         99 

a-Naphthylamine 

A 

M'17:—      ? 

Dipheny-m-phenylene- 

I  '20:—       220 

diamine 

[4:  7  Acid  onlyl 

268 

Naphthyl  Blue 

a-Naphthylamine 

A 

Black  N 

l-Amino-2-naphthol 

Ethyl  Ether 

269 

Naphthol  Black  6B 

I  '14:—  120,512 

a-Naphthylamine 

A 

I  '20:—    1,500 

R  Acid 

M'20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES          395 
l-Naphthylamine-4: 8-disulfonic  Acid 

d  Acid  or  Delta  Acid 

Schoellkopf  s  Acid 

Disulfo-acid  S 

4-Amino-l:  5-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 

a-Naphthylamine-5-disulfonic  Acid 

a-Naphthylamine-disulfonic  Acid  S 

S  Acid 


H03S 


STATISTICS. — Manufactured  in  1919  and  1920  in  undisclosed  amounts 

FORMATION. — When  naphthalene-1 :  5-  and  1 :  6-disulfonic  acids  are 
nitrated  and  reduced,  there  is  formed  a  mixture  of  1-naphthylamine- 
3:8-  and  4:  8-disulfonic  acids.  See  under  l-naphthylamine-3 : 8- 
disulfonic  acid.  The  4: 8-acid  is  also  made  by  sulfonating  1- 
naphthylamine-8-sulfonic  acid  with  three  parts  of  10  per  cent 
oleum. 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  200 
Lange,  Zwischenprodukte,  #2575,  2583-2585 
Thorpe,  Die.  Chemistry,  3,  594 

USES. — For  making  l-amino-8-naphthol-4-sulf onic  acid,  1 :  8-dihydroxy- 
naphthalene-4-sulfonic  acid,  and  1:  8-naphthasultam-2: 4-disulfonic 
acid 

l-Naphthylamine-5: 7-disulfonic  Acid 

5-Amino-l:  3-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 

NH, 

— 303 


396  DYES  CLASSIFIED  BY  INTERMEDIATES 

FORMATION. — By  sulfonation  of  the  acetyl  derivative  of  1-naphthyl- 
amine-5-sulfonic  acid  or  of  a-naphthylamine 

LITERATURE — Cain,  Intermediate  Products  (2d  Ed  ),  200 
Lange,  Zwischenprodukte,  #2586 
Thorpe,  Die.  Chemistry,  3,  594 

USES. — For  preparation  of  l-amino-5-naphthol-7-sulfonic  acid 


2-Naphthylamine-3:  6-disulfonic  Acid 
See,  Amino-R  Acid 

2-Naphthylamine-5 :  7-disulf onic  Acid 
6-Amino-l:  3-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 
/3-Naphthylamine-disulfonic  Acid  II  of  Armstrong  and  Wynne 
Armstrong  and  Wynne's  Acid  II 

H03S|/Y\ 

xA/ 

H03S 

STATISTICS. — Manufactured  in  1919  and  1920  in  undisclosed  amounts 

FORMATION. — By  sulfonation  of  either  2-naphthylamine-5-sulfonic  acid, 
or  j8-naphthylamine,  or  2-naphthylamine-7-sulfonic  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  208 
Lange,  Zwischenprodukte,  #2598 
Thorpe,  Die.  Chemistry,  3,  605 

USES. — For  preparation  of  J  acid  (2-amino-5-naphthol-7-sulfonic  acid) 

2-Naphthylamine-6 :  8-disulf onic  Acid 
/See,  Amino-G  Acid 

a-Naphthylamine-a-disulfonic  Acid 
/See,  Freund's  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES  397 

a-Naphthylamine-/3-disulfonic  Acid 

l-Naphthylamine-3 :  7-disulf onic  Acid  (not  considered  herein) 

a-Naphthylamine-6-disulfonic  Acid 

See,  l-Naphthylamine-4:  8-disulfonic  Acid 

a-Naphthylamine-e-disulfonic  Acid 

See,  l-Naphthylamine-3 :  8-disulfonic  Acid 

a-Naphthylamine-disulfonic  Acids  D 

See,  l-Naphthylamine-4:  6-  and  4:  7-disulf  onic  Acids 

a-Naphthylamine-disulfonic  Acid  S 

See,  l-Naphthylamine-4:  8-disulfonic  Acid 

0-Naphthylamine-a-disulfonic  Acid 
See,  Ammo-R  Acid 

0-Naphthylamine-7-disulfonic  Acid 

See,  Amino-G  Acid 

/3  -Naphthylamine  -5  -  disulf  onic  Acid 

2-Naphthylamine-2 :  7-disulf  onic  Acid  (not  considered  herein) 

/3-Naphthylamine-disulfonic  Acid  II  of  Armstrong  and  Wynne 

See,  2-Naphthylamine-5 :  7-disulf  onic  Acid 

/3-Naphthylamine-disulfonic  Acid  C 

2-Naphthylamine-4:  8-disulfonic  Acid  (not  considered  herein) 

0-Naphthylamine-disulfonic  Acid  P 

2-Naphthylamine-3:  7-disulf  onic  Acid  (not  considered  herein) 

/3-Naphthylamine-disulfonic  Acid  G 

See,  Amino-G  Acid 


398 


DYES  CLASSIFIED  BY  INTERMEDIATES 


/3-Naphthylamine-disulfonic  Acid  R 
See,  Amino-R  Acid 

Naphthylamine  Ether 

See,  l-Amino-2-naphthol  Ethyl  Ether 

l-Naphthylamine-2-sulfonic  Acid 

X  Acid 

o-Naphthionic  Acid 

l-Amino-2-7iaphthalene-sulf  onic  Acid  (C.  A .  nomen.) 


NHS 


STATISTICS. — Manufactured  '18: —      ? 
Manufactured  '  19 :—      ? 

FORMATION. — By  heating  naphthionic  acid  and  naphthalene  in  a  pan 
fitted  with  a  stirrer  and  reflux  condenser,  at  the  boiling  point  of 
naphthalene  (217°)  for  few  hours 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  189 
Thorpe,  Die.  Chemistry,  3,  589 
Lange,  Zwischenprodukte,  #2352-2355 

Dye  Derived  from  l-Naphthylamine-2-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DlPHENYLr 

562 

NAPHTHYL-METHANE 
DYE 
Fast  Acid  Blue  B 

I  '14:—  33,251 
I  '20:—    6,478 

Hydrol 
[Oxidation] 

A 

l-Naphthylamine-4-sulfonic  Acid 
See,  Naphthionic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES 


399 


l-Naphthylamine-5-sulfonic  Acid 
See,  Laurent's  Acid 

l-Naphthylamine-6-sulfonic  Acid  l 
a-Naphthylamine-/3-sulfonic  Acid 
d-Naphthylamine-/3-sulfonic  Acid  Cl 
Cleve's  /3  Acid 
Cleve's  Acid 

Erdmann's  M  Acid  or  ju  Acid 

5-Amino-2-naphthalene-sulfonic  Acid  (C.  A.  women.) 
NH2 


H03S 


STATISTICS. — Imported  '14: — 5,493  Ibs. 

Manufactured  '  18 :—      ? 

Manufactured  '19:—      ? 

Manufactured  '20:—      ? 

FORMATION. — From  napththionic  acid  by  heating  with  sulfuric  acid  at 

120-130° 

LITERATURE. — Lange,  Zwischenprodukte,    2363 
Thorpe,  Die.  Chemistry,  3,  591 
Cf.  Cain,  Intermediate  Products  (2d  Ed.),  192 

Dyes  Derived  from  l-Naphthylamine-6-sulfonic  Acid 


Sehultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

406 

Diazurine  B 

l-Naphthylamine-6- 

D 

sulf  onic  Acid  (2  mols) 

Dianisidine 

/3-Naphthol  (2  mols  on 

-,r 

fiber) 

TETRAKISAZO  DYE 

492 

Anthracene  Acid 

l-Naphthylamine-6- 

M 

Brown  B 

sulfonic  Acid  (2  mols) 

ACr 

Ammo-salicylic  Acid 

(2  mols) 

! 

w-Phenylene-diamine 

See  l-Naphthylamine-6-  and  7-sulfonic  Acids,  page  400 


400  DYES  CLASSIFIED  BY  INTERMEDIATES 

l-Naphthylamine-6-  and  7-sulfonic  Acids 
Cleve's  Acids 

Naphthylamine-sulfonic  Acids  Cleve 
a-Naphthylamine-sulfonic  Acids  Cl 
5-and  8-Amino-2-naphthalene-sulfonic  Acids  (C.  A.  nomen.) 


NH, 


NH2 


H03S 


and 


=CMH9N08S  = 


FORMATION. — Naphthalene  is  sulfonated  hot  to  /3-naphthalene-sul- 
fonic  acid,  this  latter  in  sulfuric  acid  solution  is  nitrated  cold  with 
mixed  acid.  The  excess  acidity  is  removed  with  ground  limestone 
(CaCOs),  and  the  nitre-compounds  reduced  with  iron  borings  and 
a  little  acetic  acid  to  a  mixture  of  l-naphthylamine-6-and-7-sulfonic 
acids 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  192 
Lange,  Zwischenprodukte,  #2363,  2364 
Thorpe,  Die.  Chemistry,  3,  591 

Dyes  Derived  from  l-Naphthylamine-6-  and  7-sulfonic  Acids 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYES 

242 

Sulf  on  Black  G 

Aniline 

A 

1  :  8-Dihydroxy-naph- 
thalene-4-sulfonic 

Acid 

257 

Sulfoncyanine 

I  '14:—  145,694 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 

Metanilic  Acid 
Phenyl-  or  Tolyl- 
1-naphthylamine- 
8-sulfonic  Acid 

A 

I  '20:—  18,325 
M'20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES  401 

Dyes  Derived  from  l-Naphthylamine-6-  and  7-sulfonic  Acid  (continued) 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

258 

Naphthalene  Acid 

I  '14:—    7,794 

Metanilic  Acid 

A 

Black  4B 

a-Naphthylamine 

265 

Sulfoncyanine 

I  '14:—  69,590 

Laurent's  Acid 

A 

Black  B 

M'17:—      ? 

Phenyl-1-naphthyl- 

M'18:—      ? 

amine-8-sulf  onic  Acid 

M'19:—      ? 

M'20:—      ? 

277 

Anthracene 

I  '14:—  17,793 

Amino-salicylic  Acid, 

M 

Acid  Black 

etc. 

278 

Biebrich  Patent 

a-Naphthylamine,  etc. 

A 

Black 

TRISAZO  DYES 

436 

Columbia  Black 

I  '14:—  402,997 

p-Phenylene-diamine 

D 

FF 

M'18:—      ? 

Gamma  Acid 

* 

M'19:—  ,  ? 

w-Phenylene-diamine 

I  '20:—  23,350 

M'20:—      ? 

458 

Carbon  Black 

p-Phenylene-diamine- 

D 

sulfonic  Acid  from 

p-nitro-aniline-o-sul- 

fonic  Acid 

ra-Phenylene-(or  Toly- 

lene-)-diamine  or 

1  :  3-naphthylene-dia- 

mine-6-sulfonic  Acid 

(2  mols) 

1-Naphthylamine -7-sulfonic  Acid 
a-Naphthylamine-0-sulfonic  Acid 
Cleve's  0  Acid 
Cleve's  d  Acid 
Cleve's  Acid 

See,  l-Naphthylamine-6-  and  7-sulfonic  Acids 


402  DYES  CLASSIFIED  BY  INTERMEDIATES 

l-Naphthylamine-8-sulfonic  Acid 
8-Arnino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
a-Naphthylamine-sulfonic  Acid  S 
S  Acid 
Peri  Acid 
Schoellkopf  's  Acid 


H03S     NH2 


STATISTICS. — Manufactured  '19: —      ? 

Manufactured  '201—562,939  Ibs. 

FORMATION. — Naphthalene  is  sulfonated  at  60°  to  a-naphthalene- 
sulfonic  acid  and  then  nitrated  below  40°  to  l-nitro-naphthalene-8- 
sulfonic  acid,  which  latter  upon  reduction  with  iron  furnishes  the 
l-naphthylamine-8-sulfonic  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  193 
Lange,  Zwischenprodukte,  #2365 
Thorpe,  Die.  Chemistry,  3,  591 

USES. — For  manufacture  of  l-naphthylamine-4:  8-disulfonic  acid 


2-Naphthylamine-l-sulfonic  Acid 

Tobias  Acid 

2-Amino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 

S03H 

=  Ci0H9N03S  =  223 


STATISTICS.  —  Manufactured  '18:—      ? 

Manufactured  '19:—  84,260  Ibs. 
Manufactured  '20:—  325,036  Ibs. 


DYES  CLASSIFIED  BY  INTERMEDIATES 


403 


FORMATION. — Sodium  2-naphthol-l-sulfonate  (from  /3-naphthol  and 
sulfuric  acid  at  40°)  is  heated  with  ammonium  hydrogen  sulfite 
and  ammonia  in  an  autoclave  at  from  100°  to  150° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  205 
Lange,  Zwischenprodukte,  #2367 
Thorpe,  Die.  Chemistry,  3,  601 

Dyes  Derived  from  2-Naphthylamine-l-sulfonic  Acid 


Schultz 
Numbei 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufactwe 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

173 

Lithol  Red  R 

I  '14:—  281,963 

/3-Naphthol 

CL 

M'17:—      ? 

i 

M'18:—  353,104 

M  '19:—  269,169 

M'20:—      ? 

179 

Lake  Bordeaux  B 

3-Hydroxy-2-naph- 

CL 

thoic  Acid 

2-Naphthylamine-5-sulfonic  Acid 
/S-Naphthylamine-Y-sulfonic  Acid 
/3-Naphthylamine-sulf  onic  Acid  D 
Dahl's  Acid 
Forsling's  Acid  II 

See,  2-Naphthylamine-5-  and  8-sulfonic  Acids 

2-Naphthylamine-5-  and  8-sulfonic  Acids  1 

6-  and  7-Amino-l-naphthalene-sulfonic  Acids  (C.  A.  nomen.) 


H03S 


and 


=C10H9N03S-223 


STATISTICS.— Imported  '14:— 23,265  Ibs.  for  the  2-naphthylamine-8- 

sulfonic  Acid 
1  See  2-Naphthylamine-5-sulfonic  Acid  and  2-Naphthylamine-8-sulfonic  Acid, 


404  DYES  CLASSIFIED  BY  INTERMEDIATES 

FORMATION. — By  sulfonation  of  /3-naphthylamine 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  205 

Lange,  Zwischenprodukte,  #2368-2370,  2380-2383 
Thorpe,  Die.  Chemistry,  3,  601,  603 

Dye  Derived  from  2-Naphthylamine-5-  and  8-sulfonic  Acids 


Schultz 
Number 
Jor  Dye 

Ordinal  y  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

175 

MONOAZO  DYE 
Ponceau  for  Silk 

I  '14:—       727 

/3-Naphthol 

A 

2-Naphthylamine-6-sulfonic  Acid 

See,  Broenner's  Acid 

2-Naphthylamine-7-sulfonic  Acid 

/3-Naphthylamine-5-sulfonic  Acid 

jS-Naphthylamine-sulfonic  Acid  F 

FAcid 

Delta  Acid 

Bayer's  Acid 

Cassella's  Acid  F 

7-Amino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 


FORMATION.  —  Sodium  2-naphthol-7-sulfonic  acid  (from  caustic  soda 
fusion  of  naphthalene-2:  7-disulfonic  acid)  is  heated  with  am- 
monium acid  sulfite  solution  and  ammonia  water  in  an  autoclave 
at  100°  to  150° 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  207 
Lange,  Zwischenprodukte,  #2377-2379 
Thorpe,  Die.  Chemistry,  3,  602 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  2-Naphthylamine-7-sulfonic  Acid 


405 


Schuttz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

340 

Chlorazol  Orange  2R 

Benzidine 
Salicylic  Acid 

D 

366 

Diamine  Red  B 
Deltapurpurin  5B 

I  J14:—  21,058 
M'17:—      ? 
M'18:—      ? 

Tolidine 
Broenner's  Acid 

D 

I  '20:—    1,896 

367 

Diamine  Red  3B 

Tolidine 

D 

Deltapurpurin  7B 

2  -Naphthylamine-7-sul- 
sulfonic  Acid  (2  mols) 

371 

Rosazurine  G 

Tolidine 

D 

Ethyl-2-naphthyl- 
amine-7-sulfonic  Acid 

2-Naphthylamine-8-sulfomc  Acid 
/3-Naphthylamine-a-sulfonic  Acid 
Badische  Acid 
Forsling's  Acid  I 

See,  2-Naphthylamine-5  and  -8-sulfonic  Acids 

a-Naphthylamine-j6-sulfonic  Acid 

See,  l-Naphthylamine-6-sulfonic  Acid 

a-Naphthylamine-o-sulfonic  Acid 

See,  l-Naphthylamine-7-sulfonic  Acid 

Naphthylamine-sulfonic  Acid  Br 

See,  Broenner's  Acid 

a-Naphthylamine-/3-sulfonic  Acid  01 

See,  l-Naphthylamine-6-sulfonic  Acid 


406  DYES  CLASSIFIED  BY  INTERMEDIATES 

a-Naphthylamine-sulfonic  Acids  Cl 

See,  l-Naphthylamine-6-cwd  7-sulfonic  Acids 

Naphthylamine-sulf  onic  Acids  Cleve 

See,  l-Naphthylamine-6-and  7-sulfonic  Acids 

a-Naphthylamine-sulfonic  Acid  L 

See,  Laurent's  Acid 

a-Naphthylamine-sulfonic  Acid  S 

See,  l-Naphthylamine-8-sulfonic  Acid 

/3-Naphthylamine-a-sulfonic  Acid 

See,  2-Naphthylamine-8-sulfonic  Acid 

j8-Naphthylamine-/3-sulfonic  Acid 
See,  Broenner's  Acid 

/3-Naphthylamine-7-sulfonic  Acid 

See,  2-Naphthylamine-5-sulfonic  Acid 

/3-Naphthylamine-S-sulfonic  Acid 

See,  2-Naphthylamine-7-sulfonic  Acid 

/3-Naphthylamine-sulfonic  Acid  D 

See,  2-Naphthylamine-5-sulfonic  Acid 

0-Naphthylamine-sulfonic  Acid  F 

See,  2-Naphthylamine-7-sulfonic  Acid 

l-Naphthylamine-3 : 6 : 8-trisulf onic  Acid 

Koch's  Acid 

8-Amino-l:  3:  6-naphthalene-trisulfonic  Acid  (C.  A.  nomen.) 

H03S     NH2 

—  Ci0H9NO9S3==383 


DYES  CLASSIFIED  BY  INTERMEDIATES  407 

STATISTICS. — Manufactured  '17: —      ? 
Manufactured  '18:—      ? 
Manufactured  '19:— 1,418,560  Ibs. 
Manufactured  '20:— 3,921,950  Ibs. 

FORMATION. — Naphthalene  is  sulfonated  to  naphthalene-1 :  3 : 6-trisul- 
fonic  acid,  using  oleum;  and  this  trisulfonic  acid  is  nitrated  cold, 
and  then  reduced  with  iron 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  202 
Lange,  Zwischenprodukte,,  #2747,  2748 
Thorpe,  Die.  Chemistry,  3,  595 

USES. — For  preparation  of  H  acid  (l-Amino-8-naphthol-3:6-disulfonic 
acid) 

l-Naphthylamine-4:  6: 8-trisulfonic  Acid 

8-Amino-l:  3:  5-naphthalene-trisulfonic  Acid  (C.  A.  nomen.) 

H03S     NH2 

=  Ci0H9N09S3  =  383 
S03H 

FORMATION. — Sodium  naphthalene-1 : 5-disulfonate  is  sulfonated  to 
naphthalene-1 : 3 :  5-trisulfonic  acid,  and  this  is  nitrated  cold,  and 
then  reduced  with  iron 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  202 
Lange,  Zwischenprodukte,  #2750 
Thorpe,  Die.  Chemistry,  3,  596 

USES. — For  preparation  of  K  acid  (l-amino-8-naphthol-4 :  6-disulfoni  c 
acid) 

2-Naphthylamine-3: 6: 8-trisulfonic  Acid 

7-Amino-l:  3: 6-naphthalene-trisulfonic  Acid  (C.  A.  nomen.) 

H03S 

.    /\ 

)NH2 


408 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION.  —  By  sulfonation  of  amino-G  acid  (as  potassium  or  sodium 
salt  of  2-naphthylamine-6  :  8-disulf  onic   acid)   with  40  per   cent 
oleum  at  80-90°  and  finally  at  120-130°.     The  amino-G  acid  is 
made  by  amidation  of  G  salt  or  by  sulf  onating  j(5-naphthylamine 
LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  210 
Lange,  Zwischenprodukte,  #2757 
Thorpe,  Die.  Chemistry,  3,  606 
USES.  —  For  making  2R  acid  (2-Amino-8~naphthol-3  :  6-disulf  onic  Acid) 

4-(Naphthyl-azo)-l-naphthylamine  (C.  A.  nomen.) 
See,  o-Amino-azo-naphthalene 

1-Naphthyl-diphenyl-methane  (C.  A.  nomen.) 
See,  Diphenyl-naphthyl-methane 

1  :  5-Naphthylene-diamine-3  :  7-disulf  onic  Acid 

4  :  8-Diamino-2  :  6-naphthalene-disulf  onic  Acid  (C.  A  .  nomen.) 
NH2 

=  318 


FORMATION.  —  Naphthalene-2  :  6-disulf  onic  acid  (from  sulfonation  of 
naphthalene)  is  dissolved  in  sulf  uric  acid  and  nitrated  at  20-30°. 
The  resulting  1  :  5-dinitro-naphthalene-3  :  7-disulf  onic  acid  is  salted 
out  and  reduced 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  178 
Lange,  Zwischenprodukte,  #2700 
Thorpe,  Die.  Chemistry,  3,  613 
Dyes  Derived  from  1:  5-Naphthylene-diamine-3  :  7-disulf  onic  Acid 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

431 

Diamine  Golden 

Phenol  (2  mols) 

D 

Yellow 

[Ethylation] 

432 

Diamine  Cutch 

I  '14:—       300 

a-Naphthylamine 

D 

Naphthylene  Violet 

I  '20:—         49 

(2  mols) 

DYES  CLASSIFIED  BY  INTERMEDIATES  409 

1  :  8-Naphthylene-diamine-3  :  6-disulf  onic  Acid 
4:  5-Diamino-2  :  7-naphthalene-disulfonic  Acid  (C.  A.  nomen.) 

H2N     NH2 

CioHioN206S2  —  318 


FORMATION.  —  Naphthalene-2  :  7-disulf  onic  acid  (from  sulfonation  of 
naphthalene)  is  dissolved  in  strong  sulfuric  acid  and  is  then  di- 
nitrated  warm  with  strong  nitric  acid  and  sodium  nitrate.  The 
dinitro-acid  is  reduced 

LITERATURE.  —  Lange,  Zwischenprodukte,  #2704 

Cf.  Cain,  Intermediate  Products  (2d  Ed.),  178 
Thorpe,  Die.  Chemistry,  3,  613 

Dyes  Derived  from  1  :  8-Naphthylene-diamine-3  :  6-disulfonic  Acid 


Schultz 
Number 
jar  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

55 

MONOAZO  DYE 
Brilliant  Archil  C 

I  '14:—       401 

p-Nitro-aniline 

A 

1: 3-Naphthylene-diamine-6-sulfonic  Acid 

5:  7-Diamino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 


NH2 


H03S  -C10H10N203S-238 


FORMATION. — l-Naphthylamine-3 :  6-disulf  onic  acid  (by  nitration  and 
reduction  of  naphthalene-2 : 7-disulf  onic  acid)  is  heated  with 
ammonia  in  an  autoclave  at  160-180° 

LITERATURE. — Lange,  Zwischenprodukte,  #2483 
Thorpe,  Die.  Chemistry,  3,  612 
Cf.  Cain,  Intermediate  Products  (2d  Ed.),  195 


410  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  1 : 3-Naphthylene-diamine-6-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Oidinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYE 

458 

Carbon  Black 

1  :  3-Naphthylene-dia- 

D 

mine-6-sulfonic  Acid 

(2  mols) 

p-Nitroa  niline-o-sul- 

fonic  Acid 

l-Naphthylamine-6-  or 

7-sulfonic  Acid 

1: 4-Naphthylene-diamine-2-sulfonic  Acid 
1:  4-Diamino-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
NH2 

I       I      JS°3H        =C10H10N203S  =  238 

\A/ 

NH2 

FORMATION. — By  reduction  of  the  azo  derivatives  of  l-naphthylamine-2- 
sulfonic  acid 

LITERATURE.— Cf.  Thorpe,  Die.  Chemistry,  3,  611,  612 

Dyes  Derived  from  1 : 4-Naphthylene-diamine-2-sulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

433 

DISAZO  DYES 
Coomassie  Black  B 

RAcid 

/3-Naphthylamine 

A 

434 

Coomassie  Navy 
Blue 

I  '20:—  42,357 

RAcid 
jS-Naphthol 

A 

461 

TRISAZO  DYE 
Coomassie  Union 
Black 

< 

Gamma  Acid 
m-Phenylene-  (or  Toly- 
lene-)diamine  or 
Resorcinol  (2  mols) 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES  411 

1 : 4-Naphthylene-diamine-6-sulfonic  Acid 

5:  8-Diamino-2-riaphthalene-sulfonic  Acid  (C.  A.  nomen.) 
(Acetyl-compound  used) 

NH2 

JJQ  gi       i        i        ==  CioHio^OsS  =  238 


FORMATION. — A  mixture  of  l-naphthylamine-6-(and  7-)sulfonic  acids 
(Cleve's  Acids)  is  acetylated  with  glacial  acetic  acid,  the  excess  of 
acetic  acid  distilled  off,  and  the  acetylated  acids  dissolved  in  5  parts 
of  sulfuric  acid.  These  acids  are  nitrated  with  mixed  acid  contain- 
ing 43  per  cent  nitric  acid,  cooled,  diluted  with  ice  and  water,  and 
salted  out  with  about  2  parts  of  salt.  The  sodium  l-acetamido-4- 
nitro-6-(and  7-)sulfonates  are  now  reduced  hot  with  iron  and  some 
acetic  acid.  The  acetyl-compound  is  isolated  and  used  as  such, 
the  acetyl-group  being  split  off  after  coupling 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  210 
Lange,  Zwischenprodukte,  #2486 
Thorpe,  Die.  Chemistry,  3,  612 

Dyes  Derived  from  1 : 4-Naphthylene-diamine-6-sulf onic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

273 

Diaminogen  Blue  BB 

I  14:—    8,308 
M'17:—      ? 

a-Naphthylamine 
Schaeffer's  Acid 

D 

I  '20:—    5,936 

274 

Diaminogen  B 

I  '14:—  313,629 
I  '20:—  18,120 

a-Naphthylamine 
Gamma  Acid 

D 

2 :  7-Naphthylene-diamine-sulf onic  Acid 

2:  7-Diamino-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 


=CMHtoNiOiS=238 


412 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — Probably  by  first  sulfonating  the  2:  7-dihydroxy-naphtha- 
lene  and  then  by  action  of  ammonia  on  the  2:  7-dihydroxy-naphtha- 
lene-sulfonic  acid 

LITERATURE.— Ger.  Pat.  79780,  80070;  Frdl.  4,  948,  949 

Cf.  Thorpe,  Die.  Chemistry,  3,  610,  611,  650 

Dye  Derived  from  2 : 7-Naphthylene-diamine-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

330 

DISAZO  DYE 
Zambesi  Brown  G 

I  '14:—    4,028 
I  '20:—    1,104 

Benzidine 
Gamma  acid 

D 

o-Naphthylene-diamine-j3-sulfonic  Acid 

1 : 2-Naphthylene-diamine-6-sulf onic    Acid    (not    considered 
herein) 

o-Napthylene-diamine-T-sulfonic  Acid 

1 : 2-Naphthylene-diamine-5-sulf onic    Acid    (not    considered 
herein) 

o-Naphthylene-diamine-5-sulfonic  Acid 

1 : 2-Naphthylene-diamine-7-sulf  onic    Acid    (not    considered 
herein) 

o-Naphthyl-glycine 
7V-(l-Naphthyl)-01ycine  (C.  A.  nomen.) 

NH.CH?COOH 


FORMATION. — From  a-naphthylamine  by  reaction  with  chloro-acetic 
acid 


LITERATURE. — Lange,  Zwischenprodukte,  #2264 
Ger.  Pat.  79861  of  1893 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  a-Naphthyl-glycine 


413 


Schultz 
Numbe 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

309 

DISAZO  DYES 
Glycine  Red 

Benzidine 
Naphthionic  Acid 

D 

310 

Glycine  Corinth 

Benzidene 
a-Naphthyl-glycine 
(2  mols) 

D 

0-Naphthyl-sulfuric  Acid 

See,  2-Naphthol-l-sulfonic  Acid 

Nevile-Winther's  Acid 
l-Naphthol-4-sulfonic  Acid  (C.  A.  nomen.) 
NWAcid 
a-Naphthol-sulfonic  Acid  NW 


=  C10H804S=:224 


STATISTICS.—  Manufactured  '18:—  340,074  Ibs. 
Manufactured  '19:—  344,449  Ibs. 
Manufactured  '20:—  561,929  Ibs. 

FORMATION.—  From  the  sodium  salt  of  naphthionic  acid  by  hydrolyzing 
the  amino  group 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  217 
Thorpe,  Die.  Chemistry,  3,  617 
Lange,  Zwischenprodukte,  #2415-2421 


414  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Nevile-Winther's  Acid 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

77 

MONOAZO  DYES 
Azo  Coccine  2R 

Xylidine 

A 

94 

Azo  Eosine 

I  '14:—    1,001 
M'18:—      ? 
M'19:—      ? 

o-Anisidine 

A 

\ 

104 

Benzoyl  Pink 

Benzoyl-o-tolidine 

D 

163 

Azo  Rubine 

I  '14:—  230,763 
M  '17:—  197,621 
M'18:—  79,779 
M  '19:—  187,264 
I  '20:—    1,102 
M'20:-470,949 

Naphthionic  Acid 

A 

176 

Double  Scarlet  S 
Scarlet  2R 

I  '14:—  10,182 
M'17:—      ? 
I  '20:—    1,653 

Broenner's  Acid 

A 

194 

Rosophenine  10B 
Thiazine  Red  R 

I'  14:—    3,077 
M'19:—      ? 
M'20:—      ? 

Dehydrothio-p-tolui- 
dine-sulfonic  Acid 

D 

195 

Rosophenine  SG 

M'18:—      ? 
M'19:—      ? 
M'20:—  19,639 

Primuline 

D 

224 

DISAZO  DYES 
Cloth  Red  G 

I  '14:—       401 
M'19:—      ? 
M'20:—      ? 

Amino-azo-benzene 

A 

233 

Cloth  Red  B 

I  '14:—    1,962 
M'18:—      ? 
M'19:—      ? 
M'20:—      ? 

Amino-azo-toluene 

M 

253 

Orseilline  BB 

Amino-azo-toluene-sul- 
fonic  Acid 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 


415 


Dyes  Derived  from  Nevile  Winther's  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued} 

275 

Diamond  Black  F 

I  '14:—  462,306 

a-Naphthylamine 

ACr 

M'17:—      ? 

Amino-salicylic  Acid 

M'18:—      ? 

M  '19:—  222,938 

I  '20:—    2,226 

M'20:—      ? 

290 

Violet  Black 

a-Naphthylamine 

D 

p-Phenylene-diamine 

or  Amino-acet- 

anilide 

291 

Azo  Alizarin 

Salicylic  Acid 

M 

Bordeaux  W 

p-Phenylene-diamine 

312 

Congo  Corinth 

I  '14:—  44,157 

Benzidine 

D 

M'17:—      ? 

Naphthionic  Acid 

M'18:—      ? 

M  '19:—  137,704 

M  '20:—  242,503 

355 

Anthracene  Red 

I  '14:—    3,873 

o-Nitro-benzidine 

ACr 

M'19:—      ? 

Salicylic  Acid 

I  '20:—       104 

M'20:—      ? 

375 

Congo  Corinth  B 

I  '14:—    2,196 

Tolidine 

D 

M'19:—      ? 

Naphthionic  Acid 

377 

Azo  Blue 

I  '14:—       498 

Tolidine 

D 

M'19:—      ? 

Nevile-  Winther's  Acid 

M'20:—      ? 

(2  mols) 

379 

Dianil  Blue  2R 

I  '14:—  14,434 

Tolidine 

D 

Benzo  New  Blue  2B 

Chromotropic  Acid 

385 

Oxamine  Blue  4R 

I  '14:—       573 

Tolidine 

D 

M'20:—      ? 

J  Acid 

- 

416 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Nevile-Winther's  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name,  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

386 

Diamine  Blue  BX 

I  '14:—    1,740 

Tolidine 

D 

Benzo  Blue  BX 

M  '17:—      ? 

H  Acid 

M  '18:—      ? 

M  '19:—  92,214 

• 

I  '20:—    4,520 

M  '20:—  90,147 

396 

Indazurine  RM 

Tolidine 

D 

1  :  7-Dihydroxy-2-naph- 

thoic-4-sulfonic  Acid 

397 

Direct  Blue  R 

M'17:—      ? 

Tolidine 

D 

1  :  7-Dihydroxy-6-naph- 

thoic-3-sulfonic  Acid 

401 

Diamine  Blue  3R 

Ethoxy-benzidine 

D 

Nevile-Winther's  Acid 

(2  mols) 

407 

Azo  Violet 

Dianisidine 

D 

Naphthionic  Acid 

410 

Benzoazurine  G 

I  '14:—  78,699 

Dianisidine 

D 

M'18:—      ? 

Nevile-Winther's  Acid 

M  '19:—  150,589 

(2  mote) 

I  '20:—       287 

M  '20:—  237,328 

412 

Congo  Blue  2B 

Dianisidine 

D 

RAcid 

421 

Oxamine  Blue  B 

I  '14:—  35,891 

Dianisidine 

D 

I  '20:—         13 

l-Amino-5-naphthol-7- 

sulfonic  Acid 

427 

Indazurine  GM 

Dianisidine 

D 

1  :  7-Dihydroxy-2-naph- 

thoic-4-sulfonic  Acid 

428 

Direct  Blue  B 

I  '14:—  21,421 

Dianisidine 

D 

M'17:—  14,823 

1  :  7-Dihydroxy-6-naph- 

M'18:—      ? 

thoic-3-sulfonic  Acid 

I  '20:—    7,055 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Nevile-Winther's  Acid  (continued) 


417 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

447 

TRISAZO  DYES 
Benzo  Gray  S 

I  '14:—       802 

Benzidine 
Salicylic  Acid 
a-Naphthylamine 

D 

450 

Benzo  Black  Blue  R 

Tolidine 
a-Naphthylamine 
Nevile-Winther's  Acid 
(2  mols) 

D 

459 

Benzo  Black  Blue  G 

Benzidine-disulfonic 
Acid 
a-Naphthylamine 
Nevile-Winther's  Acid 
(2  mols) 

D 

483 

St.  Denis  Red 
Rosophenine  4B 

I  '14:—    1,496 
I  '20:—       550 

Diamino-azoxy-toluene 
Nevile-Winther's  Acid 
(2  mols) 

D 

484 

Milling  Scarlet  B 

Diamino-azoxy-toluene 
RAcid 

A 

Nigrotic  Acid 

See,  1 :  7-Dihydroxy-6-naphthoic-3-sulfonic  Acid 

Nigrotinic  Acid 

See,  1 :  7-Dihydroxy-6-naphthoic-3-sulf onic  Acid 

Nitro-l:2:4Acid 

See,  l-Amino-8-nitro-2-naphthol-4-sulfonic  Acid 

^-Nitro-acetanilide 
NH.COCHs 


418 


DYES  CLASSIFIED  BY  INTERMEDIATES 


STATISTICS. — Manufactured  '17: —      ? 

Manufactured  '18:— 541,552  Ibs. 
Manufactured  '19:— 669,658  Ibs. 
Manufactured  '20:— 569,728  Ibs. 

FORMATION. — Aniline  is  acetylated  to  acetanilide,  which  is  dissolved  in 
sulfuric  acid  and  then  nitrated  with  mixed  acid  in  the  cold 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  53 

USES. — For  the  manufacture  of  p-nitro-aniline  and  acetyl-p-phenylene- 
diamine  (p-amino-acetanilide) 

Nitro-alizarin,  crude 
Ci4H7N06  =  285 

FORMATION. — Alizarin  is  dissolved  in  sulfuric  acid  and  nitrated 
Dye  Derived  from  Nitro-alizarin,  crude 


SchuUz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

ANTHBAQUINONE  AND 

ALLIED  DYES 

798 

Alizarin  Maroon  W 

I  '20:—    2,014 

[Reduction] 

M 

3-Nitro-alizarin  (C.  A.  nomen.) 

0-Nitro-alizarin 

1  :  2-Dihydroxy-3-nitro-anthraquinone 

OH 


,co> 


STATISTICS.  —  Refer  to  the  dye,  Alizarin  Orange,  which  is  3-nitro-alizarin 
FORMATION.  —  From  alizarin  by  nitration  of  its  boric  ester 

LITERATURE.  —  Schultz,  Farbstofftabellen  (1914),  #779 
Lange,  Zwischenprodukte,  #3341 
Georgievics  and  Grandmougin,  Dye  Chemistry,  268 


DYES  CLASSIFIED  BY  INTERMEDIATES 


419 


Dyes  Derived  from  3-Nitro-alizarin 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

779 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  Orange 

I  '14:—  14,239 
M'19:—      ? 
I  '20:—       500 
M'20:—      ? 

[This  is  3-nitro-alizarin] 

M 

803 

Alizarin  Blue  WX 

I  '14:—  319,394 
M'19:—      ? 
I  ;20:—    5,585 

3-Amino-alizarin 
[Glycerol] 

M 

804 

Alizarin  Blue  S 

I  '14:—  117,850 
I  '20:—  43,679 

3-Amino-alizarin 
[Glyceroll 

M 

808 

Alizarin  Green  X 

I  '14:—  135,191 
I  '20:—    4,254 

3-Amino-alizarin 
[Glycerol;  Oxidation] 

M 

809 

Alizarin  Indigo 
BlueS 

3-Amino-alizarin 
[Glycerol;  Oxidation] 

M 

4-Nitro-alizarin  (C.  A.  nomen.) 
a-Nitro-alizarin 


,CCX 


OH 


OH 


NO2 


FORMATION. — This  compound  is  made  by  nitration  of  alizarin  in  weak 
oleum  solution,  or  by  nitration  of  the  methyl,  benzoyl,  or  arsenic 
ester  of  alizarin 

LITERATURE. — Georgievics  and  Grandmougin,  Dye  Chemistry,  268 
Schultz,  Farbstofftabellen  (1914),  #779 


420  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  4-Nitro-alizarin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

797 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  Garnet  R 

I  '14:—       720 

[Reduction] 

M 

805 

Alizarin  Green  S 

I  '14:—  15,885 

Nitro-benzene 
[Reduction;  Glycerol] 

M 

a-Nitro-alizarin 

See,  4-Nitro-alizarin 

/3-Nitro-alizarin 

See,  3-Nitro-alizarin 

6-Nitro-m-amino-benzene-sulfonic  Acid 

See,  6-Nitro-metanilic  Acid  (C.  A.  nomen.) 

o-Nitro-o-amino-^-cresol 

See,  2-Amino-6-nitro-p-cresol  (C.  A.  nomen.  OH  =  1) 

2-Nitro-6-amino-l-phenol-4-sulfonic  Acid 

See,  2-Amino-6-nitro-l-phenol-4-sulfonic  Acid 

6-Nitro-2-amino-l-phenol-4-sulfonic  Acid 

See,  2-Amino-6-nitro-l-phenol-4-sulfonic  Acid 

m-Nitro-aniline 
NH2 

=  C6H6N202  = 


STATISTICS. — Imported  714: —  3,527  Ibs. 
Manufactured  '17:— 228,279  Ibs. 
Manufactured  '18:— 630,802  Ibs. 
Manufactured  '19:—  68,600  Ibs. 
Manufactured  '20:—  ? 


DYES  CLASSIFIED  BY  INTERMEDIATES 


421 


FORMATION. — Benzene  is  nitrated  with  mixed  acid  to  dinitro-benzene, 
and  this  body  is  reduced  with  sodium  sulfide 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  51 
Lange,  Zwischenprodukte,  #537,  542 

Dyes  Derived  from  m-Nitro-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

46 

w-Nitraniline  Orange 

/3-Naphthol 

MF 

47 

Orange  III 

M'18:—      ? 

RAcid 

A 

48 

Alizarin  Yellow  GG 

I  '14:—  144,761 

Salicylic  Acid 

M 

M'17:— 

1,452,622 

M'18:— 

2,233,208 

M  '19:—  163,170 

M  '20:—  211,580 

49 

Prague  Alizarin 

/3-Resorcylic  Acid 

M 

Yellow  G 

DISAZO  DYES 

222 

Janus  Yellow  G 

I  '14:—    2,250 

Resorcinol 

B 

I  '20:—       758 

w-Amino-phenyl-tri- 

methyl-ammonium 

Chloride 

408 

Azophor  Black  S 

m-Nitro-aniline  (?  mols) 

D 

Dianisidine 

^-Nitro-aniline 
NH2 


N02 


422 


DYES  CLASSIFIED  BY  INTERMEDIATES 


STATISTICS.— Imported  '14:—  771,682  Ibs. 
Manufactured  '17:— 1,724,008  Ibs. 
Manufactured  '  18:— 1,320,064  Ibs. 
Manufactured  '19:— 1,310,658  Ibs. 
Manufactured  '20:— 2,138,492  Ibs. 

FORMATION. — (1)  Aniline  is  acetylated  to  acetanilide,  which  is  then 
nitrated  with  mixed  acid  to  p-nitro-acetanilide.  The  latter  com- 
pound is  hydrolyzed  by  boiling  with  caustic  soda  to  p-nitro-aniline. 
(2)  p-Chloro-nitro-benzene  is  heated  with  ammonia  under  pressure 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  51 
Lange,  Zwischenprodukte,  #533,  538-541 

Dyes  Derived  from  />-Nitro-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYES 

50 

Azo  Cardinal  G 

M'18:—       ? 

Ethyl-sulfobenzyl- 
aniline 

A 

51 

Nitrophenine 
Thiazol  Yellow  R 

I  '14:—       423 
M'20:—      ? 

Dehydrothio-toluidine- 
sulfonic  Acid 

D 

52 

Archil  Substitute  V 

Naphthionic  Acid 

A 

53 

Archil  Substitute 

Laurent's  Acid 

A 

3VN 

54 

Apollo  Red  B 

I  '14:—       904 

l-Naphthylamine-4:  6- 
and  -4  :  7-disulf  onic 

A 

Acids 

55 

Brilliant  Archil  C 

I  '14:—       401 
I  '20:—       100 

1  :  8-Naphthylene-dia- 
mine-3  :  6-disulf  onic 

A 

Acid 

56 

Paranitraniline  Red 

I  '14:—  49,847 
M'17:—      ? 

/3-Naphthol 

MF 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  />-Nitro-aniline  (continued) 


423 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

57 

Chromotrope  2B 

I  '14:—    7,970 

Chromotropic  Acid 

ACr 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

58 

Alizarin  Yellow  R 

I  '14:—  97,059 

Salicylic  Acid 

M 

M  '17:—  215,468 

M  '18:—  385,910 

M  '19:—  130,424 

I  '20:—       860 

M'20:—  83,334 

61 

Victoria  Violet 

I  '14:—  52,365 

Chromotropic  Acid 

A 

M'17:—      ? 

[Reduction] 

M'18:—      ? 

M'  19:—  105,086 

I  '20:—    2,162 

M'20:—      ? 

63 

Azo  Acid  Blue  B 

I  '14:—  45,098 

1  :  8-Dihydroxy-naph- 

A 

I  '20:—    4,485 

thalene-4-sulfonic 

Acid 

[Methylation] 

DISAZO  DYES 

215 

Blue  Black  N 

I  '14:—    2,653 

Aniline 

A 

l-Amino-8-naphthol- 

4:6-disulfonicAcid 

216 

Domingo  Blue 
Black  B 

Aniline 
l-Amino-8-naphthol- 

A 

3  :  5-disulf  onic  Acid 

217 

Naphthol  Blue  Black 

I  '14:—  431,027 

Aniline 

A 

Agalma  Black  10B 

M  '17:—  620,218 

HAcid 

M'18:— 

1,158,309 

M'19:— 

1,877,860 

I  '20:—       84 

M'20:— 

2,608,86 

424  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  ^-Nitro-aniline  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 

Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued} 

218 

NigrophorBASF 

2  :  5-Dichloro-aniline 

MF 

l-Amino-8-naphthol-5- 

sulfonic  Acid 

221 

Anthracene  Acid 

M'17:—      ? 

Sulfanilic  Acid 

ACr 

Brown  G 

M'18:—      ? 

Salicylic  Acid 

I  '20:—       225 

245 

Nyanza  Black  B 

a-Naphthylamine 

D 

Gamma  Acid 

[p-Nitro-aniline  reducec 

after  coupling] 

408 

Azophor  Blue  D 

Dianisidine 

D 

Azophor  Black  S 

TRISAZO  DYES 

473 

Diamine  Black  HW 

I  '20:—       342 

Benzidine 

D 

Gamma  Acid 

HAcid 

474 

Diamine  Green  B 

I  '14:—  77,100 

Benzidine 

D 

Oxamine  Green  B 

M'17:—      ? 

Phenol 

M'18:—  295,147 

HAcid 

M  '19:—  305,854 

I  '20:—    2,460 

M  '20:—  420,138 

475 

Diamine  Green  G 

I  '14:—    7,329 

Benzidine 

D 

Oxamine  Green  G 

M'17:—      ? 

Salicylic  Acid 

M'18:—  29,118 

HAcid 

M  '19:—  136,638 

I  '20:—    1,332 

M'20:—  53,292 

SULFUR  DYE 

719 

Thional  Black 

I  '14:—  16,865 

o-Nitro-phenol 

S 

[NaaS  plus  S] 

or 

o-Nitro-phenol  (2  mols) 

Aniline 

[NazS  plus  S] 

DYES  CLASSIFIED  BY  INTERMEDIATES  425 

2-Nitro-aniline-4-sulfonic  Acid  (NH2  =1) 

See,  4-Amino-3-nitro-benzene-sulfonic  Acid  (C.  A.  nomen.) 
4-Nitro-aniline-2-sulfonic  Acid  (NH2=1) 

See,  2-Amino-5-nitro-benzene-sulfonic  Acid  (C.  A.  nomen 
S03H  =  1) 

4-Nitro-aniline-3-sulfonic  Acid 

See,  6-Nitro-metanilic  Acid  (C.  A.  nomen.) 

o-Nitro-aniline-^-sulfonic  Acid  (NH2=1) 

See,  4-Amino-3-nitro-benzene-sulfonie  Acid  (C.  A.  nomen.) 

^-Nitro-aniline-o-sulfonic  Acid  (NH2  =1) 

See,  2-Amino-5-nitro-benzene-sulfonic   Acid   (C.  A.   nomen 


4-Nitro-o-anisidine  (C.  A.  nomen.  NH2=1) 
p-Nitro-o-anisidine  (NH2-1) 

NH2 
|OCH3 


N02 

FORMATION.  —  o-Anisidine  is  acetylated,  then  nitrated,  and  saponified 
by  heating  with  70  per  cent  sulfuric  acid.  The  resulting  mixture 
of  4-  and  5-nitro-o-anisidines,  is  separated  by  crystallization  from 
40  per  cent  sulfuric  acid 

LITERATURE.  —  Lange,  Zwischenprodukte,  #911 

Dye  Derived  from  4-Nitro-o-anisidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYES 

98 

Naphthol  Pink 

Nitrosamine 

I  '14:—         99 

/3-Naphthol 

MF 

PinkBX 

426  DYES  CLASSIFIED  BY  INTERMEDIATES 

5-Nitro-o-anisidine  (C.  A.  nomen.  NH2=1) 
m-Nitro-o-anisidine  (NH2=1) 
NH2 

OOCH3        r=CHNO=168 
7823 

FORMATION. — o-Anisidine  is  acetylated,  then  nitrated,  and  saponified 
by  heating  with  70  per  cent  sulfuric  acid.  The  resulting  mixture 
of  4-  and  5-nitro-o-anisidines  is  separated  by  crystallization  from 
40  per  cent  sulfuric  acid 

LITERATURE. — Lange,  Zwischenprodukte,  #911 

Dye  Derived  from  5-Nitro-o-anisidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

99 

Tuscaline  Orange  G 

/3-Naphthol 

CL 

MF 

m-Nitro-o-anisidine 

See,  5-Nitro-o-anisidine  (C.  A.  nomen. 

/>-Nitro-o-anisidine  (NH2=1) 

See,  4-Nitro-o-anisidine  (C.  A.  nomen. 

o-Nitro-anisole 
OCH3 

=:C7H7N03  = 


STATISTICS. — Manufactured  '18: —  ? 
Manufactured  '  19 :—  ? 
Manufactured  '20:— 273,327  Ibs. 

FORMATION. — (1)  From  o-nitro-phenol  by  methylation.  (2)  From 
o-chloro-nitro-benzene  by  action  of  methanol  (methyl  alcohol)  and 
caustic  soda 


DYES  CLASSIFIED  BY  INTERMEDIATES 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  96 
Cf.  Lange,  Zwischenprodukte,  #578 

USES. — For  preparation  of  dianisidine 

l-Nitro-anthraquinone-6-sulfonic  Acid 
5-Nitro-2-anthraquinone-sulfonic  Acid  (C.  A.  nomen.) 

N02 


427 


FORMATION. — When  anthraquinone-2-sulfonate  of  sodium  is  nitrated 
with  a  mixture  of  equal  parts  of  " fuming"  nitric  acid  and  sulfuric 
acid  (66°)  there  arises  a  mixture  of  the  a-nitro  and  /3-nitro-an- 
thraquinone-sulfonic  acid  which  can  be  separated  by  dilution, 
whereupon  the  a-acid  is  precipitated.  The  a-acid  is  undoubtedly 
l-nitro-anthraquinone-6-sulfonic  acid 

LITERATURE.— Glaus,  Ber.  15,  1515  (1882) 

Cf.  Lange,  Zwischenprodnkte,  #3160,  3263 

Dye  Derived  from  l-Nitro-anthraquinone-6-sulfonic  Acid 


Schuttz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

864 

Anthraquinone 

I  '14:—    1,709 

Aniline 

ACr 

Green  GX 

I  '20.—    2,531 

[Halogenation] 

p-Toluidine 

5-Nitro-2-anthraquinone-sulfonic  Acid  (C.  A.  nomen.) 
See,  l-Nitro-anthraquinone-6-sulfonic  Acid 

m-Nitro-&enzaldehyde 
CHO 

=C7H5N03=151 


428 


DYES  CLASSIFIED  BY  INTERMEDIATES 


STATISTICS. — Imported          '14: — very  small 
Manufactured  '17: —      ? 
Manufactured  '18:—      ? 
Manufactured  '20:—      ? 

FORMATION. — From  benzaldehyde  by  nitration  at  not  above  30-35°. 
(Twenty  per  cent  o-nitro-derivative  also  formed) 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  144 
Lange,  Zwischenprodukte,  #296 

Dyes  Derived  from  m-Nitro-benzaldehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENTL-METHANE 

DYES 

510 

Azo  Green 

Dimethyl-aniline 
(2  mols) 
Salicylic  Acid 
[Oxidation] 

M 

523 

Fast  Green 

I  '14:—  14,347 
I  '20:—  10,461 

Dimethyl-aniline 
(2  mols) 
Benzyl  Chloride  (2  mols) 
[Sulfonation,  Oxidation 

A 

543 

Patent  Blue  V 

I  '14:—  196,228 
M'17:—      ? 
M'18:—      ? 

Diethyl-aniline  (2  mols] 
[Sulfonation,  Oxidation 

A 

I  '20:—  36,420 

544 

Cyanine  B 

I  '14:—    8,398 
I  '20:—         24 

Diethyl-aniline  (2  mols] 
[Sulfouation,  Oxidation 

A 

545 

Patent  Blue  A 

I  '14:—  63,744 
M'18:—      ? 
I  '20:—  44,801 

Benzyl-ethyl-aniline 
(2  mols) 
[Sulfonation,  Oxidation' 

A 

o-Nitro-benzaldehyde 
HCO 


DYES  CLASSIFIED  BY  INTERMEDIATES  429 

STATISTICS. — Manufactured  '18: —      ? 

FORMATION.— When  benzaldehyde  is  nitrated,  there  results  about  20 
per  cent  of  the  o-nitro-  and  about  80  per  cent  of  the  m-nitro- 
derivative.  The  nitration  product  is  poured  into  water,  and  the 
oily  o-derivative  is  separated  from  the  solid  w-compound  by 
pressing 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  143 

Lange,  Zwischenprodukte,  22,  37,  38,  40,  181,  254,  275, 

278,  289-302 

Dye  Derived  from  o-Nitro-benzaldehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYE 

875 

Indigo  Salt  T 

[Acetone;  NaOH] 

Print- 

ing 

^-Nitro-6enzaldehyde 
CHO 


STATISTICS. — Imported  '14: — very  small 
FORMATION. — From  p-nitro-toluene  by  oxidation 
LITERATURE. — Lange,  Zwischenprodukte,  #275,  303-312 

Dye  Derived  from  ^-Nitro-benzaldehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

511 

Parafuchsine 

I  '14:—  65,026 

Aniline  (Sulfate) 

B 

Paramagenta 

M'18:—      ? 

(2  mols) 

M'19:—      ? 

[Zinc  chloride;  ferrous 

M'20:—      ? 

chloride] 

430  DYES  CLASSIFIED  BY  INTERMEDIATES 

Nitro-benzene 
Myrbane  Oil 

N02 


STATISTICS.— Imported  '14:—  1,502,205  Ibs. 
Manufactured  17:— 42,975,655  Ibs. 
Manufactured  '  18:— 38,250,332  Ibs. 
Manufactured  '19:-42,544,017  Ibs. 
Manufactured  '20:— 53,244,008  Ibs. 

FORMATION. — From  benzene  by  nitration  with  mixed  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  20 
Lange,  Zwischenprodukte,  #264-268 

Dyes  Derived  from  Nitro-benzene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

511 

Parafuchsine 

I  '14:—  65,026 

Aniline  (2  mols) 

B 

Paramagenta 

M'18:—      ? 

p-Toluidine 

M'19:—      ? 

or 

M'20:—      ? 

p  :  p'-Diamino-diphenyl- 

methane  or 

Anhydro-formalde- 

hyde-aniline 

Aniline  and  aniline  hy- 

drochloride 

[Ferric  chloride] 

512 

Magenta 

I  '14:—  87,102 

Aniline 

B 

Fuchsine 

M'17:—  17,739 

o-Toluidine 

M'18:—  71,675 

p-Toluidine 

M'  19:—  155,830 

[Iron  and  zinc  chloride] 

I  '20:—       189 

M  '20:—  284,285 

- 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Nitro-benzene  (continued) 


431 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYES 

698 

Nigrosine,  Spirit 

I  '14:—  186,595 

Aniline  (excess) 

88 

Soluble 

M  '17:—  302,706 

[Iron] 

M  18:—  314,151 

M  '19:—  346,167 

M  '20:—  919,242 

700 

Nigrosine,  Water 

I  '14:—  398,112 

Aniline  (excess) 

A 

Soluble 

M'17:— 

[Iron,  Sulfonation] 

1,968,458 

M'18:— 

1,191,343 

M'19:— 

1,660,149 

I  '20:—       501 

M'20:— 

2,743,021 

SULFUR  DYE 

718 

St.  Denis  Black 

p-Phenylene-diamine 

S 

Phenol 

[S2C12,  S,  NaaS] 

ANTHRAQUINONE  AND 

ALLIED  DYES 

805 

Alizarin  Green  S 

I  '14:—  15,885 

4-Amino-alizarin 

M 

[Reduction;  glycerol] 

3-Nitro-benzidine  (C.  A.  nomen. 
See,  o-Nitro-frenzidine 

o-Nitro-benzidine 

3-Nitro-6enzidine  (C.  A.  nomen. 

N02 

H2N«  ' 

STATISTICS. — Manufactured  '19: —    ? 

FORMATION. — By  nitration  of  benzidine  in  sulfuric  acid  solution 


432 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITERATURE. — Green,  Organic  Coloring  Matters  (1908),  41 
Eng.  Pat.  13475  of  1892 
Lange,  Zwischenprodukte,  #1220 

Dye  Derived  from  o-Nitro-benzidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

355 

Anthracene  Red 

I  '14:—    3,873 

Salicylic  Acid 

ACr 

M'19:—      ? 

Nevile-Winther's  Acid 

I  '20:—       104 

M'20:—      ? 

^-Nitro-benzyl  Chloride 

a-Chloro-p-nitro-toluene  (C.  A.  nomen.) 


CH2C1 


N02 


=  171.5 


FORMATION. — (1)  By  passing  chlorine  into  p-nitro-toluene  heated  to 
185-190°.  (2)  By  dropping  benzyl  chloride  into  fuming  nitric 
acid  cooled  to  -15°  C. 

LITERATURE. — Ann.  185,  271 
Ber.  6,  1056 
C/.  Lange,  Zwischenprodukte,  #250 

Dye  Derived  from  />-Nitro-benzyl  Chloride 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

S 

734 

SULFUR  DYE 
Pyrogene  Yellow 

I  '14:—  18,515 
I  '20:—    2,701 

p-  Ammo-phenol 
[S+NasSj 

DYES  CLASSIFIED  BY  INTERMEDIATES 
o-  and  />-Nitro-chloro-benzenes 

See,  o-  and  p-Chloro-nitro-benzenes  (C.  A.  nomen.) 

Nitro-diphenylamine-sulf  onic  Acid 


433 


FORMATION.  —  Diphenylamine  in  sulfuric  acid  solution  is  heated  with 
20  per  cent  oleum  at  80-100°,  and  is  then  nitrated  with  nitric 
acid  at  50-80°,  resulting  in  formation  of  "nitrated  diphenylamine- 
sulfonic  acid  " 

LITERATURE.  —  Lange,  Die  Schwefel-farbstoffe,  145 

Dye  Derived  from  Nitro-diphenylamine-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

SULFUR  DYE 

737 

Cotton  Brown 

I  '14:—    2,206 

[S+NasS] 

S 

Sulfine  Brown 

3-Nitro-flavopurpurin  (C.  A.  nomen.) 

0-Nitro-flavopurpurin 

3-Nitro-l :  2:  6-trihydroxy-anthraquinone 


o 


OH 


Y>H 
0A>°' 


FORMATION.— By  nitration  of  flavopurpurin 
LITERATURE.— Ger.  Pat.  54,624,  Frdl.  2,  122 


434  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  3-Nitro-flavopurpurin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

M 

806 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  Black  P 

I  '14:—  229,500 

[Glycerol] 

807 

Alizarin  Black  S 

I  '14:—  259,991 

[Glycerol] 

M 

/3-Nitro-flavopurpurin 

See,  3-Nitro-flavopurpurin 

6-Nitro-metanilic  Acid  (C.  A.  nomen.) 
4-Nitro-aniline-3-sulfonic  Acid 
6 -Nitro-m-amino-benzene-sulf onic  Acid 
S03H 


02N( 


JNH2 


—  C6H6N2O5S=:218 


FORMATION. — Sodium  metanilate  is  acetylated,  dissolved  in  sulfuric  acid 
and  nitrated  with  mixed  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  56 
USES. — For  preparation  of  nitro-m-phenylene-diamine 

Nitro-phenol  crude 
OH  OH 


NO* 


and 


N02 


STATISTICS. — Manufactured  '17: — •  ? 
Manufactured  '18:—  ? 
Manufactured  '19:—  ? 

FORMATION. — From  phenol  by  nitration  with  nitric  acid 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  Ill 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Nitro-phenol  crude 


435 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  o]  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYES 

698 

Nigrosine,  Spirit 

I  '14:—  186,595 

Aniline  (excess) 

S3 

Soluble 

M'  17:—  362,706 

M  '18:—  314,151 

M  '19:—  346,167 

M  '20:—  919,242 

700 

Nigrosine,  Water 

I  '14:—  398,112 

Aniline  (excess) 

A 

Soluble 

M'17:— 

[Sulfonation] 

1,968,458 

M'18:— 

.  .                • 

1,191,343 

M'19:— 

1,660,149 

I  '20:—       501 

M'20:— 

2,743,021 

o-Nitro-/>henol 
OH 


STATISTICS. — Imported  '14: — very  small 

Manufactured  17:—  58,128  Ibs. 
Manufactured  '18:— 143,277  Ibs. 
Manufactured  '19:—  18,373  Ibs. 
Manufactured  '20:—  ? 

FORMATION.— (1)  Phenol  is  nitrated  with  nitric  acid,  resulting  in  an 
oily  mixture  of  o-  and  p-nitro-phenol.  The  o-derivative  is  separated 
by  distillation  and  purified  by  steam  distillation.  (2)  o-Chloro- 
nitro-benzene  is  hydrolyzed  to  the  o-nitro-phenol  by  boiling  with 
caustic  soda 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  Ill 
Lange,  Zwischenprodukte,  #574-577 


436  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  o-Nitro-phenol 


Schullz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

SULFUR  DYE 

719 

Thional  Black 

I  '14:—  16,865 

p-(o-  or  m-)Nitro- 
aniline 

S 

[Na^S+S] 

or 

p-(o-  or  ?n-)Nitro- 
aniline 

Aniline 

o-Nitro-phenol  (2  mols) 
[NasS+S] 

STATISTICS. — Imported  '14: —  4,780  Ibs. 
Manufactured  '17: — 413,216  Ibs. 
Manufactured  '18:— 192,259  Ibs. 
Manufactured  '19*—  76,191  Ibs. 
Manufactured  '20*— 125,693  Ibs. 

FORMATION. — (1)  Phenol  is  nitrated  with  nitric  acid  to  an  oily  mixture 
of  o-  and  p-nitro  phenol,  from  which  the  o-isomer  is  removed  by 
distillation.  The  residue  upon  being  extracted  with  hot  water 
yields  the  p-isomer,  which  crystallizes  out  from  the  aqueous  extract 
upon  cooling.  (2)  p-Chloro-nitro-benzene  is  hydrolyzed  to  the 
p-nitro-phenol  by  boiling  with  caustic  soda 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.j,  111 
Lange,  Zwischenprodukte,  #574-576 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dye  Derived  from  ^-Nitro-phenol 


437 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

709 

SULFUR  DYE 
Italian  Green 

[Sulfur,  etc.] 

S 

4-Nitro-m-phenylene-diamine 
NH2 


>NH2 
N02 

FORMATION.  —  5-Amino-2-nitro-benzene-sulfonic  Acid  (4-nitro-aniline-3- 
sulfonic  acid)  is  heated  in  an  autoclave  with  25  per  cent  ammonia 
water  for  three  hours  at  170-180° 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  86 

Dyes  Derived  from  4-Nitro-m-phenylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

191 

Pyramine  Yellow  R   j  I  '14:—    5,727 

Primuline-sulfonic  Acic 

D 

I  '20:—       100 

DISAZO  DYES 

286 

Toluylene  Yellow 

I  '14:—    5,485 

3:  5-Diamino-p-toluene- 

D 

sulfonic  Acid 

Nitro-m-phenylene- 

diamine  (2  mols) 

306 

Pyramine  Orange  3G 

I  '14:—    7,863 
I  '20:—       396 

Benzidine 
ra-Phenylene-diamine- 

D 

disulfonic  Acid 

314 

Pyramine  Orange  2R 

I  '14:—    2,789 

Benzidine 

D 

Amino-R  Acid 

360 

Pyramine  Orange  R 

I  '14:—  21,329 

Benzidine-disulfonic 

D 

I  '20:—    7,821 

Acid 

Nitro-w-phenylene- 

diamine  (2  mols) 

438  DYES  CLASSIFIED  BY  INTERMEDIATES 

(o-Nitro-phenyl-mercapto) -acetic  Acid  (C.  A.  nomen.} 
See,  o-Nitro-phenyl-thioglycolic  Acid 

o-Nitro-phenyl-thioglycolic  Acid 

(o-Nitro-phenyl-mercapto)-acetic  Acid  (C.  A.  nomen.) 


S.CH2.COOH 

0"°'  = 


=  213 


FORMATION. — o-Chloro-nitro-benzene  in  hot  alcoholic  solution  is  treated 
with  thiogly colic  acid  and  caustic  soda  solution,  and  then  boiled 
for  two  hours  under  a  reflux  condenser 

LITERATURE. — Lange,  Zwischenprodukte,  #611 

Dye  Derived  from  o-Nitro-phenyl-thioglycolic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

921 

Helindone  Gray  2B 

o-Nitro-phenyl-thio- 

V 

glycolic  Acid  (2  mols) 

[Chloro-sulfonic  Acid; 

Reduction] 

Nitroso-diethyl-m-amino-phenol 

See,  5-Diethylamino-2-nitroso-phenol  (C.  A.  nomen.) 

^-Nitroso-diethyl-aniline 

N :  N-Diethyl-p-nitroso-aniline  (C.  A.  nomen.) 


DYES  CLASSIFIED  BY  INTERMEDIATES 

STATISTICS. — Imported  '14: — very  small 

FORMATION. — From  diethyl-aniline  by  action  of  nitrous  acid 

LITERATURE. — Lange,  Zwischenprodukte,  #531 

Dyes  Derived  from  ^-Nitroso-diethyl-aniline 


439 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYES 

639 

Gallanilic  Violet  R,B 

I  '20:—        100 

Gallanilide 

M 

641 

Coreine  RR 

I  '14:—    1,320 

Gallamide 

M 

Coelestine  Blue  B 

I  '20:—         44 

646 

Coreine  AR 

Gallamide 

M 

Aniline 

[Sulfonation] 

or 

[Coreine  RR,  Aniline, 

Sulfonation] 

Nitroso-dimethyl-m-amino-^-cresol 

See,  5-Dimethylamino-2-nitroso-p-cresol  (C.  A.  nomen.) 

jfr-Nitroso-dimethyl-aniline 

N:  AT-Dimethyl-p-nitroso-aniline  (C.  A.  nomen.) 


N(CH3), 


NO 


=:C8H10N20  = 


STATISTICS. — Manufactured  '17: —  96,166  Ibs. 
Manufactured  '18:— 851,821  Ibs. 
Manufactured  '19:— 592,663  Ibs. 
Manufactured  '20:— 155,986  Ibs. 

FORMATION. — From  dimethyl-aniline  by  action  of  nitrous  acid  upon  a 

cold  solution  of  the  hydrochloride 
LITERATURE. — Lange,  Zwischenprodukte,  #531 


440 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  ^-Nitroso-dimethyl-aniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
.Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

INDOPHENOL 

619 

Indophenol 

M'17:—      ? 

a-Naphthol 

V 

M'18:—      ? 

M  '19:—  126,611 

M'20:—      ? 

OXAZINE   AND 

THIAZINE  DYES 

620 

Capri  Blue    GON 

I  '14:—       128 

3-Diethylamino-p- 

B 

cresol(0#=.0 

622 

Delphine  Blue  B 

M'17:—      ? 

Gallic  Acid 

M 

M'18:—      ? 

Aniline 

M'19:—  43,827 

[Sulfonation] 

M'20:—  76,719 

or 

I  '20:—  29,643 

[Aniline  on  Gallocya- 

nine, Sulfonation] 

623 

Pyrogallol-Cyanine- 

Pyrogallol-5-sulfonic 

M 

Sulfonic  Acids 

Acid 

624 

Modern  Violet  N 

I  '20:—    5,688 

Gallic  Acid 

M 

[C02  removed  by  heat] 

or 

[Gallocyanine  heated] 

626 

Gallocyanine 

I  '14:—  78,253 

Gallic  Acid 

M 

M'17:—      ? 

M  '18:^35,460 

M  '19:—  365,243 

I  '20:—  12,414 

M'20:—  70,169 

627 

Modern  Cyanine 

Gallamide 

M 

Dimethyl-p-phenylene- 

diamine 

[Reduction] 

or 

[Gallocyanine;    Di- 

methyl-p-phenylene- 

diamine;  Reduction] 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  ^-Nitroso-dimethyl-aniline  (continwd) 


441 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediate 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

M 

628 

OXAZINE  AND 
THIAZINE  DYES 
(continued) 
Gallocyanine  MS 

Gallic  Acid 
[Sulfonation] 
or 
[Leuco-gallocyanine  sul- 
fonated;  oxidized] 

629 

Gallogreen  DH 
Modern  Blue 

Gallic  Acid 
[Formaldehyde] 
or 
[Formaldehyde  on 
Gallocyanine] 

M 

630 

Cyanazurine 

Gallamide 
Aniline 
[Reduction] 

M 

631 

Chromocyanine  V 

M'18:—      ? 
M'19:—      ? 
I  '20:—    1,289 
M  '20:—      ? 

Gallic  Acid 
[Sulfonation] 
or 
[Sulfite  on  Gallo- 
cyanine] 

M 

632 

Ultraviolet  LGP 

I  '14:—    4,368 

Gallic  Acid  (2  mols) 
Nitroso-dimethyl-ani- 
line  (2  mols) 

M 

633 

Indalizarine  R 

I  '20:—       551 

Gallic  Acid 
[Sulfonation] 

M 

634 

Indalizarine  Green 

Gallic  Acid 
[Sulfonation;  Nitration 
or 
[Nitration  of  Indaliza- 
rine] 

M 

635 

Blue  1900  TC 
Modern  Violet 

I  '20:—    1,933 

Gallic  Acid 
[Reduction] 

M 

636 

Prune 

I  '14:—    3,197 
I  '20:—    4,418 

Gallic  Acid  Methyl 
Ester 

M 

442  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  />-Nitroso-dimethyl-aniline  (continued) 


Schultz 
Number 
far  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

637 

OXAZINE  AND 
THIAZINE  DYES 
(continued) 
Gallamine  Blue 

I  '14:—    2,756 
I  '20:—  16,446 

Gallamide 

M 

638 

Amido  Gallamine 
Blue 

Gallamide 
[Ammonia;  Reduction] 

M 

639 

Gallanilic  Violet  R,B 

I  '20:—        100 

Gallanilide 

M 

640 

Modern  Azurine  DH 

Gallic  Acid  Methyl 
Ester 
Aniline 

M 

642 

Phenocyanine  TC 

I  '20:—    4,740 

Gallic  Acid 
Resorcinol 

M 

643 

Phenocyanine  TV 

M'17:—       ? 
I  '20:—    1,543 

Gallic  Acid 
Resorcinol 
[Sulfonation] 
or 
[Phenocyanine  sulfo- 
nated] 

M 

644 

Ultracyanine  B 

Gallic  Acid 
Resorcinol 
or 
[Gallocyanine; 
Resorcinol] 

M 

645 

Gallazine  A 

Gallic  Acid 
Schaeffer's  Acid 
[Oxidation] 
or 
[Gallocyanine, 
Schaeffer's,  Oxidation] 

M 

647 

Nitroso  Blue  MR 
Resorcine  Blue 

Resorcinol 

MF 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  ^-Nitroso-dimethyl-aniline  (continued) 


443 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dyo 
Appli- 
cation 
Class 

OXAZINE    AND 

THIAZINE  DYES 

(continued) 

649 

New  Blue  R 

I  '14:—  32,509 

/3-Naphthol 

B 

Meldola's  Blue 

M'17:—      ? 

Cotton  Blue 

M'18:—  22,613 

M'19:—      ? 

I  '20:—    5,240 

M'20:—      ? 

650 

New  Blue  B 

0-Naphthol 

B 

Nitroso-dimethyl- 

aniline  (2  mols) 

651 

New  Methylene 

j8-Naphthol 

B 

Blue  GG 

[Dimethyl-amine, 

Oxidation] 

or 

[Meldola's    Blue,    Di- 

methyl-amine, Oxida- 

tion] 

652 

New  Fast  Blue  F 

I  '14:—    2,502 

j8-Naphthol 

B 

Hydrol 

or 

[Meldola's  Blue,  Hydrol 

655 

Muscarine 

2:  7-Dihydroxy-naph- 

B 

thalene 

658 

Fast  Black 

I  '14:—    1,960 

m-Hydroxy-diphenyl- 

B 

I  '20:—    2,883 

amine 

659 

Methylene  Blue 

I  '14:—  185,958 

Dimethyl-aniline 

B 

M'17:—  268,435 

[Naa&Os,  etc.] 

M'18:—  312,572 

M'19:—  465,992 

I  '20:—    2,053 

M  '20:—  577,264 

660 

Methylene  Green  0 

I  '14:—  30,812 
M'18:—      ? 

Dimethyl-aniline 
[NagSgOs  etc.;  Nitration 

B 

M'19:—    2,435 

or 

I  '20:—    1,047 

[Methylene  Blue 

nitrated] 

444 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  />-Nitroso-dimethyl-aniline  (continued) 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

661 

OXAZINE  AND 
THIAZINE  DYES 
(continued) 
Thionine  Blue  GO 

I  '14:—  18,618 
I  '20:—    2,030 

Ethyl-methyl-aniline 
[Na-j&Os,  etc.l 

B 

670 

AZINE  DYES 
Neutral  Red 

M'18:—      ? 

m-Tolylene-diamine 
[Oxidation] 

B 

676 

Neutral  Blue 

I  '14:—       615 

JV-Phenyl-jff-naphthyl- 
amine 

B 

677 
X 

Basle  Blue  R 

#:#'-Ditolyl-2:7- 
naphthylene-diamine 

B 

^678 

Fast  Neutral 
Violet  B 

M'17:—      ? 

N:  AT'-Diethyl-m- 
phenylene-diamine 

B 

681 

Methylene  Gray  0 
New  Fast  Gray 

I  '14:—  29,507 
M'17:—      ? 
M'18:—  16,746 
M'19:—  28,458 
I  '20:—           9 
M'20:—  31,620 

[Boiling  with  alcohol] 

B 

682 

Nigramine 

Aniline 

B 

684 

Rhoduline  Violet 

I  '14:—    2,751 
I  '20:—         35 

A^-PhenyW-m-toly- 
lene-diamine 
or 
W-Benzyl-A^-phenyW- 
m-tolylene-diamine 

B 

685 

Tannin  Heliotrope 

I  '14:—    1,398 
I  '20:—       249 

Xylidine 

B 

689 

Indazine  M 

Nitroso-dimethyl-ani- 
line  (1  and  2  mols) 
Diphenyl-ra-phenylene- 
diamine 

B 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  ^-Nitroso-dimethyl-aniline  (continued) 


445 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

691 

AZINE  DYES 
(continued) 
Metaphenylene 
BlueB 

I  '14:—         50 

N:  #'-Di-o-tolyl-m- 
phenylene-diamine 

B 

692 

Naphthazine  Blue 

I  '14:—    6,261 
I  '20:—    2,249 

AW-Di-2-naphthyl- 
m-phenylene-diamine 
[Sulfonation] 

A 

703 

Rubramine 

o-Toluidine 
p-Toluidine 

B 

704 

Indamine  3R 

o-Toluidine 

B 

705 

Indamine  6R 

I  '14:—  66,170 
I  '20:—    9,681 

o-Toluidine 
p-Toluidine 

B 

^-Nitroso-ethyl-aniline 

JV-Ethyl-p-nitroso-aniline  (C.  A.  nomen.) 
NH.C2H5 

=  C8H10N20  = 


FORMATION. — From  ethyl-aniline  by  action  of  nitrous  acid  on  the  solu- 
tion in  strong  alcoholic  hydrochloric  acid 
LITERATURE. — Cf.  Lange,  Zwischenprodukte,  #529 

Dye  Derived  from  ^-Nitroso-ethyl-aniline 


Sctiultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYE 

684 

Rhoduline  Red  B 

JV1-Phenyl-4-m- 

B 

tolylene-diamine 

or 

iWBenzyl-A^-phenyl- 

4-m-tolylene-diamine 

446  DYES  CLASSIFIED  BY  INTERMEDIATES 

^-Nitroso-ethyl-o-toluidine 

AT-Ethyl-4-nitroso-o-foluidine  (C.  A.  nomen.  NHR=1) 

NH .  C2H5 
|CH3 


FORMATION. — From  ethyl-o-toluidine  in  an  alcoholic  solution  of  hydro- 
chloric acid,  by  action  of  NaNO2  solution  in  the  cold 

LITERATURE. — Beilstein,  Organische  Chemie  (3d  aufL),  II,  spl.,  248 
C/.  Lange,  Zwischenprodukte,  #529 

Dyes  Derived  from  Nitroso-ethyl-o-toluidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYES 

684 

Rhoduline  Red  G 

JY^Phenyl^-w- 

B 

tolylene-diamine 

or 

A^-Benzyl-JV'-phenyl- 

4-m-tolylene-diamine 

684 

Brilliant  Rhoduline 

#3-Ethyl-JVM>henyl-4- 

B 

Red 

m-tolylene-diamine 

^-Nitroso-methyl-aniline 

JV-Methyl-p-nitroso-aniline  (C.  A.  nomen.) 

NH.CH3 


FORMATION. — From  methyl-aniline  by  action  of  nitrous  acid  on  the 
solution  in  strong  alcoholic  hydrochloric  acid 

LITERATURE. — Lange,  Zwischenprodukte,  #529 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dye  Derived  from  />-Nitroso-methyl-aniline 


447 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYE 

625 

Chrome  Heliotrope 

Gallic  Acid 

M 

[Reduction] 

l-Nitroso-2-naphthol  (C.  A.  nomen.} 
a-Nitroso-/3-naphthol 

N.OH 
NO 


vy 

STATISTICS.— Manufactured   in   1918   and    1919,   but   in  undisclosed 
quantities 

FORMATION. — From  /3-naphthol  by  action  of  nitrous  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  216 
Lange,  Zwischenprodukte,  #2330 

Dyes  Derived  from  l-Nitroso-2-naphthol 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

NITROSO  DYE 

2 

Gambine  Y 

[This  is  l-Nitroso-2- 

M 

naphthol] 

MONOAZO  DYES 

107 

Sulfamine  Brown  A 

I  '14:—       132 

a-Naphthylamine 

M 

M'18:—      ? 

M'19:—      ? 

I  '20:—    2,630 

M;20:—      ? 

116 

Sulfamine  Brown  B 

/3-Naphthylamine 

M 

DISAZO  DYES 

331 

Alkali  Dark 

Benzidine 

D 

Brown  GV 

Gamma  Acid 

448  DYES  CLASSIFIED  BY  INTERMEDIATES 

l-Nitroso-2-naphthylamine-G-sulfonic  Acid 

6-Amino-5-nitroso-2-naphthalene-sulfonic  Acid  (C.  A.  nomen.} 


NO 


HO3S 


NH5 


FORMATION. — One  part  of  l-nitroso-2-naphthol-6-sulfonic  acid  (nitroso- 
Schaeffer's  Acid)  is  heated  with  one  part  of  25  per  cent  ammonia 
for  three  hours  at  60° 

LITERATURE. — Lange,  Zwischenprodukte,  #2479 

Dye  Derived  from  l-Nitroso-2-naphthylamine-6-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

675 

AZINE  DYE 
Rosinduline  G 

Aniline  (2  mols) 

A 

/>-Nitroso-^henol 


OH 


NO 


:=C6H6N02=123 


STATISTICS. — Imported          '14: — very  small  amount 
Manufactured  '17: —      ? 
Manufactured  '18:—      ? 
Manufactured  '19:— 155,273 
Manufactured  '20:— 167,855 

FORMATION. — From  phenol  by  action  of  nitrous  acid  in  the  cold 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.)»  111 
Lange,  Zwischenprodukte,    573 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dye  Derived  from  />-Nitroso-phenol 


449 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

SULFUR  DYE 

748 

Hydron  Blue 

I  '14:—  296,723 

Carbazole 

V 

I  '20:—  19,210 

[S+NasS] 

M'20:—      ? 

4-Nitroso-resorcinol 

OH 

|QH        =  C6H5N03=139 
NO 

FORMATION. — Resorcinol  is  dissolved  in  alcohol,  one  molecule  of  caustic 
soda  added,  and  then  gradually  one  molecule  of  isoamyl  nitrite  is 
introduced  with  cooling 

LITERATURE. — Beilstein,  Organische  Chemie  (3d  Ed.),  II,  923 
Dye  Derived  from  4-Nitroso-resorcinol 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

OXAZINE  DYE 

648 

Iris  Blue 

Resorcinol 

A 

[Bromination] 

2-Nitro-m-folualdehyde  (C.  A.  women.) 
o-Nitro-tolylaldehyde 


HCO 


)N02 


450 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — w-Tolylaldehyde  is  nitrated,  and  then  the  two  isomerie 
nitro-compounds  separated  by  distillation  under  reduced  pressure 

LITERATURE. — Lange,  Zwischenprodukte,  #758,  759 
Ger.  Pat.  113,604  Frdl.  6,  128 

Dye  Derived  from  2-Nitro-m-tolualdehyde 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

INDIGO  GROUP  DYE 

888 

Indigo  MLB/T 

I  '14:—  10,730 

2-Nitro-m-tolualdehyde 

V 

I  '20:—       827 

(2  mols) 

[Acetone,  NaOH] 

o-Nitro- toluene  (C.  A.  nomen.} 
o-Nitro-toluol 


C7H7NO2  = 


STATISTICS. — Imported  '14: —  42,482  Ibs. 
Manufactured  '17:— 1,002,822  Ibs. 
Manufactured  '  18:— 1,240,499  Ibs. 
Manufactured  '19:— 1,366,599  Ibs. 
Manufactured  '20:— 2,173,279  Ibs. 

FORMATION. — Toluene  is  nitrated  with  mixed  nitric  and  sulfuric  acids 
to  a  mixture  of  o-  and  p-nitro-toluenes.  The  separation  is  effected 
by  means  of  fractional  distillation  and  freezing — the  o-isomer  being 
distilled  off  and  the  p-body  separated  as  a  solid  by  cooling  the 
still  residue 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  32 
Lange,  Zwischenprodukte,  #230-233 


DYES  CLASSIFIED  BY  INTERMEDIATES 


451 


Dyes  Derived  from  o-Nitro-toluene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

513 

New  Fuchsine  O 

1  '14:—       300 

Anhydro-formaldehyde- 

B 

M  '18:—      ? 

o-toluidine  or 

M'19:—      ? 

Diamino-o-di- 

M'20:—      ? 

tolyl-methane 

o-Toluidine 

p-Nitxo- toluene  (C.  A.  nomen.) 
p-Nitro-toluol 


NO2 


STATISTICS. — Imported  '14: — very  small 

Manufactured  '17:— 567,314  Ibs. 
Manufactured  '18:— 670,645  Ibs. 
Manufactured  '19:— 1,263,056  Ibs. 
Manufactured  '20:— 2,004,089  Ibs. 

FORMATION. — Toluene  is  nitrated  with  mixed  nitric  and  sulfuric  acids 
to  a  mixture  of  o-  and  p-nitro-toluene.  The  separation  is  effected 
by  means  of  fractional  distillation  and  freezing, — the  o-isomer 
being  distilled  off  and  the  p-body  separated  as  a  solid  by  cooling 
the  still  residue 

LITERATURE . — Cain,  Intermediate  Products  (2d  Ed.),  32 
Lange,  Zwischenprodukte,  #230-233 


452  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  />-Nitro-toluene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

498 

Turquoise  Blue 

I  '14:—    1,541 
I  '20:—     1,407 

Hydrol  or 
4:  4'-Tetraethyl- 
diamino-benzohydrol 

B 

6-Nitro-o-toluene-sulfonic  Acid  (C.  A.  nomen.  SOsH=l) 
p-Nitro-toluene-o-sulfonic  Acid  (CHz=l) 

S03H 

=  C7H7N05S=r217 


02N 


STATISTICS. — Manufactured  '20: —      ? 

FORMATION. — From  p-nitro -toluene  by  sulfonation  with  oleum 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  34 
Lange,  Zwischenprodukte,  #837 

Dyes  Derived  from  5-Nitro-o-toluene-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

STILBENE  DYES 

9 

Sun  Yellow 

I  '14:—  232,688 

p-Nitro-toluene-o-sul- 

D 

Direct  Yellow  R 

M  '17:—  420,685 

fonic  Acid  (4  mols) 

M  '18:—  307,702 

[Alkalies] 

M'  19:—  440,924 

I  '20:—    1,404 

M  '20:—  348,849 

10 

Mikado  Yellow 

I  '14:—  85,795 

p-Nitro-toluene-o-sul- 

D 

Stilbene  Yellow 

M'18:—      ? 

fonic  Acid  (4  mols) 

M'19:—      ? 

[Alkalies;  Oxidation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


453 


Dyes  Derived  from  5-Nitro-o-toluene-sulfonic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

11 

STILBENE  DYES 
(continued) 
Mikado  Orange 
Chloramine 
Orange  G 

I  '14:—  26,010 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
M'20:—  38,287 

p-Nitro-toluene-o-sul- 
fonic  Acid  (4  mols) 
[Alkalies;  Oxidation] 

D 

12 

Diphenyl  Citronine  G 

p-Nitro-toluene-o-sul- 
fonic  Acid  (2  mols) 
Aniline  (2  mols) 

D 

13 

Polychromine  B 
Diphenyl  Orange  RR 

I  '14:—  16,113 
M'18:—      ? 

p-Nitro-toluene-o-sul- 
fonic  Acid  (2  mols) 
p-Phenylene-diamine 
(2  mols) 

D 

14 

Diphenyl  Chrysoine 

I  '14:—    9,898 

p-Ni  tro-tol  uene-0-sul- 
fonic  Acid  (2  mols) 
p-Amino-phenol 
(2  mols) 
[Ethylation] 

D 

15 

Chicago  Orange  G 

Benzidine 

D 

16 

Curcuphenine 

p-Nitro-toluene-o-sul- 
fonic  Acid  (4  mols) 
Dehydro-thio-p-tolui- 
dine-sulfonic  Acid 
(2  mols) 

D 

17 

Chlorophenine 

p-Nitro-toluene-o-sul- 
fonic  Acid  (4  mols) 
Dehydro-thio-p-tolui- 
dine-sulfonic    Acid 
(2  mols) 
[Reduction] 

D 

454 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  5-Nitro-o-toluene-sulfonic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

205 

Diphenyl  Chrysoine 

p-Nitro-toluene-o-sul- 

D 

RR 

fonic  Acid  (2  mols) 

p-Phenylene-diamine 

(2  mols) 

Phenol 

[Ethylation] 

206 

Diphenyl  Catechine 

I  '14:—    8,642 

p-Nitro-toluen  e-o-sul- 

D 

G 

fonic  Acid  (2  mols) 

p-Phenylene-diamine 

(2  mols) 

Dimethyl-gamma  Acid 

207 

Diphenyl  Fast 

I  '14:—       992 

p-Nitro-toluene-o-sul- 

D 

Brown  G 

fonic  Acid  (2  mols) 

p-Phenylene-diamine 

(2  mols) 

Phenyl-gamma  Acid 

^-Nitro-toluene-o-sulfonic  Acid  (CHz=l) 

See,  5-Nitro-o-toluene-sulfonic  Acid  (C.  A.  nomen.  SO^H  =  1) 

2-Nitro-/>-foluidine  (C.  A.  nomen.  NH2=1) 
m-Nitro-p-toluidine  (CH3  =  1) 

NH2 

=  C7H8N2O2  =  152 
CH3 

STATISTICS. — Imported          '14: — 10,513  Ibs. 
Manufactured  '17:—      ? 
Manufactured  '18:— 24,415  Ibs. 
Manufactured  '19:— 58,454  Ibs. 
Manufactured  '20:— 71,197  Ibs. 


DYES  CLASSIFIED  BY  INTERMEDIATES 


455 


FORMATION. — From  acetyl-p-toluidine  by  nitration 

LITERATURE.— Cain,  Intermediate  Products  (2d  Ed.),  58 
Lange,  Zwischenprodukte,  #790 

Dye  Derived  from  2-Nitro-/>-toluidine  (NH2=1) 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

73 

Pigment  Fast 

I  '14:—  49,708 

jS-Naphthol 

CL 

RedHL 

MJ17:—      ? 

Lithol  Fast  Red  RL 

M'18:—      ? 

Lithol  Fast  Scarlet 

M'19:—      ? 

I  '20:—    1,001 

M'20:—      ? 

3-Nitro-/>-toluidine  (C.  A.  nomen.  NH2=1) 
o-Nitro-p-toluidine  (CH3—1) 

NH2 


STATISTICS. — 20,737  Ibs.  imported  in  fiscal  year  1914 

FORMATION. — From  dinitro-toluene  by  partial  reduction,  using  iron  and 
sulfur  dioxide 

LITERATURE.— Lange,  Zwischenprodukte,  #536,  539,  790,  791 


5-Nitro-o-*oluidine  (C.  A.  nomen.  NH2=1) 
p-Nitro-o-toluidine  (CH3  =  1) 

NH2 

CHs        —  r*TTTvjn  — 1  e;9 

f\  A.TI          i  —  \^/7jn.8iN  2vy2  — ~  J.i>^» 

U2JN 


STATISTICS. — Imported          '14: — 30,642  Ibs. 
Manufactured  '20:—      ? 


456  DYES  CLASSIFIED  BY  INTERMEDIATES 

FORMATION. — From  o-toluidine  by  nitration 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  58 
Lange,  Zwischenprodukte,  #790 

Dyes  Derived  from  5-Nitro-o-toluidine  (NH2  =1) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

NITRO  DYE 

8 

Pigment  Chlorine 

M'19:—      ? 

5-Nitro  -o-toluidine 

CL 

M'20:—      ? 

(2  mols) 

MONOAZO  DYE 

72 

Pigment  Orange  R 

/3-Naphthol 

CL 

MF 

m-Nitro-/>-toluidine 

See,  2-Nitro-p-toluidine  (C.  A.  nomen. 


o-Nitro-/>-toluidine  (CHS=1) 

See,  3-Nitro-p-toluidine  (C.  A.  nomen.  NHZ  =  1) 

^-Nitro-o-toluidine  (CHS=1) 

See,  5-Nitro-o-toluidine  (C.  A.  nomen.  NHZ=1) 

o-Nitro-toluol 

See,  o-Nitro-toluene  (C.  A.  nomen.) 

/>-Nitro-toluol 

See,  p-Nitro-toluene  (C.  A.  nomen.) 

o-Nitro-tolylaldehyde 

See,  2-Nitro-w-tolualdehyde  (C.  A.  nomen.) 

3-Nitro-l:  2:  6-trihydroxy-anthraquinone 

See,  3-Nitro-flavopurpurin  (C.  A.  nomen.) 


DYES  CLASSIFIED  BY  INTERMEDIATES  457 

NW  Acid 

See,  Nevile-Winther's  Acid 

Ortho=o 

Note.  —  This  is  not  considered  in  the  alphabetical  arrangement,  e.g., 
orlho-Toluidine  is  indexed  as  o-Toluidine  under  "T."  However,  o- 
Toluidine  precedes  p-Toluidine 

Oxy-compounds 

See,  Hydroxy-compounds 

Oxy-juglone 

See,  Naphthazarin 

% 
a-Oxy-naphthoic  Acid 

See,  l-Hydroxy-2-naphthoic  Acid 

0-Oxy-naphthoic  Acid 

See,  3-Hydroxy-2-naphthoic  Acid 

a-Oxy-naphthoic-sulfonic  Acid 

l-Hydroxy-2-naphthoic-4-sulfonic  Acid  (not  considered  herein) 

/3-Oxy-naphthoic-sulf  onic  Acid  L 

2-Hydroxy-3-naphthoic-6-sulfonic  Acid  (not  considered  herein) 

/3-Oxy-naphthoic-sulfonic  Acid  S 

2-Hydroxy-3-naphthoic-8-sulfonic  Acid  (not  considered  herein) 


Note.  —  This  is  not  considered  in  the  alphabetical  arrangement,  e.g.,  para- 
Nitro-aniline  is  indexed  as  p-Nitro-aniline  under  "N."  However,  p-Nitro- 
aniline  follows  m-Nitro-aniline 


458 


DYES  CLASSIFIED  BY  INTERMEDIATES 

Peri  Acid 

See,  l-Naphthylamine-8-sulfonic  Acid 

Peri-naphthylene-diamine 

1  :  8-Naphthylene-diamine  (not  considered  herein) 

Phenanthraquinone 

See,  Phenanthrene-quinone 

Phenanthrene-quinone  (C.  A.  nomen.) 
9:  10-Dihydro-9  :  10-diketo-phenanthrene 
Phenanthraquinone 
O  O 


FORMATION. — From  phenanthrene  by  oxidation  with  sodium  bichromate 

and  sulfuric  acid 
LITERATURE. — Lange,  Zwischenprodukte,  #648 

Green,  Organic  Coloring  Matters  (1908),  65 

Dye  Derived  from  Phenanthrene-quinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYE 

668 

Flavinduline  O 

I  '14:—       660 

o-Amino-diphenyl- 

B 

amine 

Phenanthroquinolinone  (C.  A.  nomen.) 
See,  Benzanthrone-quinoline 

/>-Phenetidine  (C.  A.  nomen.) 
p-Amino-phenol  Ethyl  Ether 

NH2 


DYES  CLASSIFIED  BY  INTERMEDIATES 


459 


STATISTICS. — Imported          '14: — 125,524  Ibs. 
Manufactured  '17:—      ? 
Manufactured  '18:—      ? 
Manufactured  '19: —      ? 

FOKMATION. — From  p-amino-phenol  by  ethylation  of  the  hydroxyl. 
Before  ethylation  the  amino  group  is  protected;  for  example,  by 
forming  the  benzylidine  compound  by  treatment  of  the  p-amino- 
phenol  with  benzaldehyde 

LITERATURE. — Lange,  Zwischenprodukte,  #590 

Dye  Derived  from  ^-Phenetidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYE 

584 

Fast  Acid  Blue  R 

I  '14:—    4,022 

p-Phenetidine  (2  mols) 

A 

I  '20:—       130 

3  :  6-Dichloro-phthalic 

Anhydride 

Resorcinol  (2  mols) 

[PC15;  Sulfonation] 

Phenol  (C.  A.  nomen.) 
Carbolic  Acid 


STATISTICS.— Imported  '14:—  10,108,781  Ibs. 
Manufactured  '17:—  64,146  499  Ibs. 
Manufactured  '18:— 106,794,277  Ibs. 
Manufactured  '19:—  1,543,659  Ibs. 
Manufactured  '20:—  ? 

FORMATION.— (1)  By  distillation  from  coal  tar.  (2)  By  synthesis  from 
benzene,  in  which  case  the  benzene  is  sulfonated  to  benzene-sulfonic 
acid,  which  is  then  fused  with  caustic  soda 

LITERATURE. — Cain,  Intermediate  Products,  104 

Lange,  Zwischenprodukte,  #142-145 


460  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Phenol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

NITRO  DYE 

5 

Picric  Acid 

M'19:—      ? 

B 

M'20:—      ? 

MONOAZO  DYES 

125 

Diazine  Black 

I  '14:—    2,630 

p-Tolylene-diamine 

B 

I  '20:—       701 

o-Toluidine 

Aniline  or 

o-Toluidine      . 

or 

[Safranine] 

205 

Diphenyl 

p-Nitro-toluene-o-sul- 

D 

Chrysoine  RR 

fonic  Acid 

p-Phenylene-diamine 

DISAZO  DYES 

303 

Brilliant  Yellow 

I  '14:—  278,000 

Diamino-stilbene- 

D 

Paper  Yellow 

M'17:—      ? 

disulfonic  Acid 

A 

M'18:—    1,664 

Phenol  (2  mols) 

M'19:—  48,723 

I  '20:—       126 

M'20:—  91,218 

304 

Chrysophenine  G 

I  '14:—  157,799 

Diamino-stilbene-disul- 

D 

M'17:—      ? 

fonic  Acid 

M'18:—  41,663 

Phenol  (2  mols) 

M'19:—  86,795 

[Ethylation] 

I  '20:—    3,661 

M'20:—  247,202 

315 

Congo  Orange  G 

I  '14:—    1,623 

Benzidine 

D 

I  '20:—         75 

Amino-R  Acid 

[Ethylation] 

319 

Diamine  Scarlet  B 

I  '14:—  41,175 

Benzidine 

D 

I  '20:—  10,565 

GAcid 

373 

Congo  Orange  R 

I  '14:—    7,027 

Tolidine 

D 

I  '20:—       254 

Amino-R  Acid 

[Ethylation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


461 


Dyes  Derived  from  Phenol  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

404 

Diamine  Yellow  N 

M'17:—      ? 

Ethoxy-benzidine 

D 

I  '20:—       313 

Salicylic  Acid 

[Ethylation] 

431 

Diamine  Golden 

1  :  5-Naphthylene-dia- 

D 

Yellow 

mine-3  :  7Klisulf  onic  . 

Acid 

Phenol  (2  mols) 

[Ethylation] 

TRISAZO  DYES 

464 

Erie  Direct 

M'17:—      ? 

Benzidine 

D 

Green  ET 

M'18:—      ? 

HAcid 

M'19:—  69,700 

Aniline 

M'20:—      ? 

467 

Diphenyl  Green  G 

I  '20:—    2,205 

Benzidine 

D 

HAcid 

o-Chloro-p-nitro- 

aniline 

470 

Chloramine  Green  B 

I  '14:—    1,675 

Benzidine 

D 

M'19:—      ? 

HAcid 

M'20:—      ? 

2  :  5-Dichloro-aniline 

474 

Diamine  Green  B 

I  '14:—  77,100 

Benzidine 

D 

Oxamine  Green  B 

M'17:—      ? 

HAcid 

M  '18:—  295,147 

p-Nitro-aniline 

M'19:—  305,854 

I  '20:—    2,460 

M'20:-^20,138 

TRIPHENYL-METHANE 

DYES 

515 

Methyl  Violet 

I  '14:—  255,063 

Dimethyl-aniline 

B 

M'17:—  375,107 

(3  mols) 

M  '18:—  632,196 

M'19:—  574,436 

I  '20:—    3,312 

M'20:—  600,873 

462 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Phenol  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

(continued} 

517 

Methyl  Violet  5B 

I  '14:—  22,387 

[Benzylation  of  Methyl 

B 

Benzyl  Violet 

M'17:—      ? 

Violet] 

I  '20:—    3,313 

or 

Dimethyl-aniline 

(3  mols) 

Benzyl  Chloride 

519 

Methyl  Green 

[Methyl  Chloride  of 

B 

Methyl  Violet] 

or 

Dimethyl-aniline 

(3  mols) 

[Methyl  Chloride] 

555 

Aurine 

I  '14:—       784 

Phenol  (3  mols) 

S3 

M'18:—      ? 

[Heated  with  oxalic  and 

CL 

I  '20:—       336 

sulfuric  acids] 

556 

Red  Coralline 

[Aurine  treated  with 

CL 

ammonia] 

or 

Phenol  (3  mols) 

[Heated  with  oxalic  and 

sulfuric  acid;  treated 

with  ammonia] 

AZINE  DYE 

693 

Milling  Blue 

I  '14:—    3,082 

Aniline  (2  mols) 

M 

Phenyl-a-naphthyl- 

amine  (2  mols) 

[Sulfonation] 

SULFUR  DYES 

718 

St.  Denis  Black  B 

p-Phenylene-diamine 

S 

Nitro-benzene 

[SjClj,  S,  NasS] 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Phenol  (continued) 


463 


tichultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

SULFUR  DYES 

(continued) 

732 

Autogene  Black 

I  '14:—    7,495 

4-Amino-4'-hydroxy- 

S 

diphenylamine 

or 

2  :  4-Diamino-4/-hy- 

droxy-diphenylamine 

[SaCla;  S+NaaS] 

ANTHRAQUINONE  AND 

ALLIED  DYES 

775 

Alizarin  Dark 

Naphthazarin 

M 

Green  W 

or 

Dinitro-naphthalene 

Phenyl-^-amino-benzyl-o-toluidine  (CHs  =1) 

See,  ^-Benzyl-AT^phenyW-m-tolylene-diamine  (NH2=1) 

Phenyl-^-amino-ethyl-o-toluidine  (CHa  =1) 

See,  N^Ethyl-N^phenyM-w-tolylene-diamine  (NHz=l) 

4-Phenylamino-4'-hydroxy-diphenylamine 
p-(p-Anilino-anilino)-phenol  (C.  A.  nomen.) 


= 


=  276 


FORMATION.  —  (1)  From  p-amino-diphenylamine  and  phenol  by  oxida- 
tion in  acid  solution  and  then  reduction  of  the  indophenol. 
(2)  From  diphenylamine  and  p-amino-phenol  (p-nitroso-phenol) 
by  oxidation  and  then  reduction  of  the  indophenol 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  76 
Lange,  Zwischenprodukte,  #1721 
Lange,  Schwefelfarbstoffe,  161 


464  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  4-Phenylamino-4'-hydroxy-diphenylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

735 

SULFUR  DYE 
Pyrogene  Indigo 

I  '14:—  22,661 

[S+Na*S] 

s 

4-Phenylainino-4'-hydroxy-(phenyl-3/-tolylamine) 
4-(p-Anilino-anilino)-o-cresol  (C.  A.  nomen.  OH  =1) 


NH 


/CH3 
NH— <;>— OH       =  Ci9H18N20  =  290 


\-/ 

FORMATION. — From  p-amino-diphenylamine  and  o-cresol  by  oxidation 
and  subsequent  reduction  of  the  indophenol  formed 

LITERATURE. — Lange,  Zwischenprodukte,  #1721 
Dye  Derived  from  4-Phenylamino-4'-hydroxy-(phenyl-3'-tolylamine) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

735 

SULFUR  DYE 
Pyrogene  Indigo 

I  '14:—  22,661 

[S+NaaS] 

S 

2-Phenylamino-8-naphthol-6-sulfonic  Acid 

See,  Phenyl-gamma  Acid 

Phenyl-m-amino-phenol 

See,  m-Hydroxy-diphenylamine 

Phenyl-^-amino-o-toluidine 

See,  AH-Phenyl^-w-tolylene-diamine 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Phenyl-azo-aniline  (<7.  A.  nomen.) 
See,  Amino-azo-benzene 


465 


m-Phenylene-diamine 


STATISTICS.— Manufactured  '17:— 220,956  Ibs. 
Manufactured  '18:— 641,299  Ibs. 
Manufactured  '19:— 609,789  Ibs. 
Manufactured  '20:— 658,313  Ibs. 

FORMATION. — From   m-dinitro-benzene   by   reduction  with   iron   and 
hydrochloric  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  85 
Lange,  Zwischenprodukte,  #550 

Dyes  Derived  from  m-Phenylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 

Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

33 

Chrysoidine  Y 

1  '14:—  63,303 

Aniline 

B 

M'  17:—  195,756 

M  '18:—  376,495 

M  '19:—  314,581 

M  '20:—  585,648 

88 

Acid  Anthracene 

I  '14:—  33,053 

Picramic  Acid 

ACr 

Brown  R 

M'17:—      ? 

[Substituted  phenylene- 

M'19:—      ? 

diamine-sulf  onic  Acids 

F  20:—    1,400 

M'20:—      ? 

89 

Metachrome 

I  '14:—    1,001 

Picramic  Acid 

M 

Brown  B 

M'17:—      ? 

M  '18:—  349,961 

M'19:—      ? 

M  '20:—  192,914 

466 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  m-Phenylene-diamine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

154 

Acid  Alizarine 

I  '14:—  18,264 

o-Amino-phenol-p- 

M 

Brown  B 

M'17:—      ? 

sulfonic  Acid 

Palatine  Chrome 

M'18:—      ? 

Brown  W 

M'19:—      ? 

I  '20:—       845 

M'20:—      ? 

190 

Alkali  Brown 

M'19:—      ? 

Dehydro-thio-p-tolui- 

D 

Benzo  Brown  5R 

M'20:—    2,987 

dine-sulfonic  Acid 

or 

Primuline 

DISAZO  DYES 

208 

Leather  Brown 

I  '14:—       500 

p-Phenylene-diamine 

B 

M'19:—      ? 

(2  mols) 

M'20:—      ? 

209 

Terracotta  FC 

I  '14:—       551 

Primuline  or  Dehydro- 

D 

thio-p-toluidine- 

sulfonic  Acid 

Naphthionic  Acid 

239 

Azotol  C 

p-Amino-acetanilide 

MF 

/3-Naphthol 

283 

Bismarck  Brown 

I  '14:—  35,020 

m-Phenylene-diamine 

B 

M  '17:—  309,857 

(3  mols) 

M  '18:—  378,208 

M'19:—  412,574 

M'20:—  514,218 

285 

Toluylene  Brown  G 

3:  5-Diamino-p-toluene- 

D 

sulfonic  Acid 

329 

Diamine  Brown  V 

M'19:—      ? 

Benzidine 

D 

Gamma  Acid 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  m-Phenylene-diamine  (continued) 


467 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

B 

435 

TRISAZO  DYES 
Janus  Brown  B 

Trimethyl-m-amino- 
phenyl-ammonium 
Chloride  or 
p  Amino-benzyl-di- 
ethylamine 
a-Naphthylamine  or 
w-Toluidine 
Aniline 

436 

Columbia  Black  FF 

I  '14:—  402,997 
M'18:—      ? 
M'19:—      ? 
I  '20:—  23,350 
M'20:—      ? 

l-Naphthylamine-6-and 
7-sulfonic  Acids 
p-Phenylene-diamine 
Gamma  Acid 

D 

437 

Isodiphenyl  Black  R 

p-Phenylene-diamine 
Gamma  Acid 
Resorcinol 

D 

448 

Diamine  Bronze  G 

I  '14:—    4,449 

Benzidine 
Salicylic  Acid 
HAcid 

D 

449 

Trisulfon  Brown  B 

I  '14:—  16,781 
I  '20:—  38,616 

Benzidine 
Salicylic  Acid 
2R  Acid 

D 

454 

Trisulf  on  Brown  G 

I  '14:—    1,323 

Tolidine 
Salicylic  Acid 
2R  Acid 

D 

457 

Trisulfon  Brown  GG 

I  '14  —    7,562 
I  '20:—  38,411 

Dianisidine 
Salicylic  Acid 
2R  Acid 

D 

468  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  m-Phenylene-diamine  (continued} 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYES 

(continued) 

458 

Carbon  Black 

p-Phenylene-diamine- 

D 

sulfonic  Acid  (from  p- 

nitro-aniline-o-sul- 

fonic  Acid) 

l-Naphthylamine-6(7)- 

sulfonic  Acid 

m-Phenylene-diamine 

(2  mols) 

461 

Coomassie  Union 

1  :  4-Naphthylene-dia- 

D 

Black 

mine-2-sulfonic  Acid 

Gamma  Acid 

m-Phenylene-diamine 

(2  mols) 

462 

Erie  Direct  Black  GX 

1  '14:— 

Benzidine 

D 

Direct  Deep 

1,246,536 

Aniline 

Black  EW 

M'17:—      ? 

HAcid 

M'18:—      ? 

M'19:— 

7,250,007 

M'20:— 

7,736,994 

469 

Chloramine  Black  N 

I  '14:—  39,600 

Benzidine 

D 

M'19:—      ? 

HAcid 

I  '20:—    1,763 

2  :  5-Dichloro-aniline 

M'20:—      ? 

476 

Benzamine  Brown 

I  '14:—  16,988 

Benzidine 

D 

3GO 

M'17:—      ? 

Sulfanilic  Acid 

M'18:—      ? 

Salicylic  Acid 

M'19:—      ? 

M'20:—  623,757 

479 

Dianil  Black  R 

Benzidine 

D 

Naphthionic  Acid 

Chromotropic  Acid 

DYES  CLASSIFIED  BY  INTERMEDIATES  469 

Dyes  Derived  from  m-Phenylene-diamine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

485 

TETRAKISAZO  DYES 
Benzo  Brown  G 

I  '14:—  41,905 
M'17:—      ? 
M'18:—      ? 
M'19:—  83,506 
I  '20:—    2,286 
M  '20:—  109,648 

SulfaniUc  Acid  (2  mols 
m-Phenylene-diamine 
(3  mols) 

D 

486 

Direct  Brown  J 

I  '14:—    3,640 

m-Amino-benzoic  Acid 
(2  mols) 
m-Phenylene-diamine 
(3  mols) 

D 

487 

Benzo  Brown  B 

I  '14:—       438 
M'20:—      ? 

Naphthionic  Acid 
(2  mols) 
m-Phenylene-diamine 
(3  mols) 

D 

488 

Toluylene  Brown  R 

I  '14:—       201 

Naphthionic  Acid 
(2  mols) 
3  :  5-Diamino-p-toluene- 
sulfonic  Acid 
m-Phenylene-diamine 
(2  mols) 

D 

490 

Cotton  Brown  A 

I  '14:—  29,074 

Benzidine 
Naphthionic  Acid 
(2  mols) 
m-Phenylene-diamine 
(2  mols) 

D 

491 

Dianil  Black  PR 

Benzidine-sulfonic  Acid 
Gamma  Acid  (2  mols) 
m-Phenylene-diamine 
(2  mols) 

D 

492 

Anthracene  Acid 
Brown  B 

Ammo-salicylic  Acid 
(2  mols) 
l-Naphthylamine-6-sul- 
fonic  Acid  (2  mols) 

M 
ACr 

470 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  m-Phenylene-diamine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

ACRIDINE  DYE 

607 

Rheonine 

I  '14:—  19,704 

Ketone 

B 

AZINE  DYE 

669 

Neutral  Violet 

Dimethyl-p-phenylene- 

diamine  (2  mols) 

[Oxidation] 

/>-Phenylene-diamine 

Note. — In  a  number  of  cases  where  p-phenylene-diamine  was  apparently 
used,  actually  its  acetyl-derivative  p-amino-acetanilide,  or  even  p-nitro- 
aniline,  was  employed',  and  after  the  first  coupling,  the  second  amino  group 
was  then  freed  and  diazotized.  Here  both  compounds  are  generally 
indexed. 


NHS 


—  C6H8N2  = 


STATISTICS. — Imported  '14: —  11,088  Ibs. 
Manufactured  '17:— 272,056  Ibs. 
Manufactured  '18:— 215,148  Ibs. 
Manufactured  '19:— 234,332  Ibs. 
Manufactured  '20:—  ? 

FORMATION. — (1)  From  amino-azo-benzene  by  reduction.  (2)  From  p- 
nitro-aniline  by  reduction 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  87 
Lange,  Zwischenprodukte,  #552-555 


DYES  CLASSIFIED  BY  INTERMEDIATES 


471 


Dyes  Derived  from  ^-Phenylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

D 

13 

STILBENE  DYE 
Polychromine  B 
Diphenyl  Orange  RR 

I  '14:—  16,113 
M'18:—      ? 

p-Phenylene-diamine 
(2  mols) 
p-Nitro-toluene-o-sul- 
fonic  Acid  (2  mols) 

61 

MONOAZO  DYES 
Victoria  Violet 

I  '14:—  52,365 
M'17:—      ? 
M'18:—      ? 
M  '19:—  105,086 
I  '20:—    2,182 
M'20:—      ? 

Chromotropic  Acid 
[The  p-Phenylene-dia- 
mine  from  p-Nitro- 
aniline  or  p-Amino- 
acetanilide] 

A 

205 

Diphenyl  Chrysoine 
RR 

p-Phenylene-diamine 
(2  mols) 
p-Nitro-toluene-o-sul- 
fonic  Acid  (2  mols) 
Phenol 
[Ethylation] 

D 

206 

Diphenyl  Catechine 
G 

I  '14:—    8,642 

p-Phenylene-diamine 
(2  mols) 
p-Nitro-toluene-o-sul- 
fonic  Acid  (2  mols) 
Dimethyl-gamma  Acid 

D 

207 

Diphenyl  Fast 
Brown  G 

I  '14:—       992 

p-Phenylene-diamine 
(2  mols) 
p-Nitro-toluene-o-sul- 
fonic  Acid  (2  mols) 
Phenyl-gamma  Acid 

D 

208 

DISAZO  DYES 
Leather  Brown 

I  '14:—       500 
M'19:—      ? 
M'20:—      ? 

p-Phenylene-diamine 
(2  mols) 
m-Phenylene-diamine 

B 

290 

Violet  Black 

Nevile-Winther's  Acid 
a-Naphthylamine 

D 

291 

Azo  Alizarin 
Bordeaux  W 

Salicylic  Acid 
Nevile-Winther's  Acid 

M 

472  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  ^-Phenylene-diamine  (continued) 


Schultz 
Number 
or  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

292 

Azo  Alizarin 

Salicylic  Acid 

M 

Black  I 

Chromotropic  Acid 

TRISAZO  DYES 

436 

Columbia  Black  FF 

I  '14:—  402,997 

1  -Naphthylamine-6- 

D 

M'18:—      ? 

and-7-sulfonic  Acids 

M'19:—      ? 

Gamma  Acid 

I  '20:—  23,350 

ra-Phenylene-diamme 

M'20:—      ? 

437 

Isodiphenyl  Black  R 

Gamma  Acid 

D 

Resorcinol 

m-Phenylene-diamine 

OXAZINE  DYE 

621 

Cresyl  Blue  2BS 

5-Dimethylamino-2- 

B 

nitroso-p-cresol 

AZINE  DYES 

695 

Paraphenylene 

I  '20:—       337 

a-Amino-azo-naph- 

B 

Violet 

thalene 

701 

Paraphenylene 

Amino-azo-benzene 

B 

BlueR 

702 

Para  Blue 

Aniline  (3-4  mols) 

B 

o-Toluidine 

p-Toluidine 

or 

[Spirit  Blue] 

SULFUR  DYES 

713 

Thiophor  Bronze  5G 

M'19:—      ? 

[p-Amino-acet-black] 

S 

[Sulfur] 

714 

Thiophor  Yellow 

p-Amino-acetanilide 

S 

Bronze  C 

Benzidine 

[Sulfur] 

718 

St.  Denis  Black  B 

Phenol 

S 

Nitro-benzene 

[SaCla,  S,  Na,S] 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  />-Phenylene-diamine  (continued) 


472 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

727 

Auronal  Black  B 

l-Chloro-2:4-dinitro- 

S 

benzene 

[Glycerol;  S+Na^S] 

ANILINE  BLACK 

GROUP 

923 

Ursol  D,  DB 

[Oxidation  on  hair] 

Fur 

m-Phenylene-diamine-disulfonic  Acid 

4:  6-Diamino-m-6enzene-disulfonic  Acid  (C.  A.  nomen.  SO^H  =  1) 
NH2 

HO3S|/\  _  q    

s.     JNHa 
S03H 

FORMATION. — From  m-phenylene-diamine  hydrochloride  by  treating  it 
with  five  parts  of  40  per  cent  oleum,  heating  at  100°  for  several 
hours,  then  at  120°  for  6-10  hours 

LITERATURE. — Lange,  Zwischenprodukte,  #1146,  1147 

Green,  Organic  Coloring  Matters  (1908),  36 

Dyes  Derived  from  m-Phenylene-diamine-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

192 

MONOAZO  DYES 
Cotton  Orange  G 

I  '14:—    1,877 

Primuline 

D 

210 

DISAZO  DYES 
Cotton  Orange  R 

I  '14:—  16,459 
I  '20:—         51 

Primuline-sulfonic  Acid 
Metanilic  Acid 

D 

306 

Pyramine  Orange  3G 

I  '14:—    7,863 
I  '20:—       396 

Benzidine 
Nitro-m-phenylene- 
diamine 

D 

474  DYES  CLASSIFIED  BY  INTERMEDIATES 

^-Phenylene-diamine-sulfonic  Acid 
2:  5-Diamino-frenzene-sulfonic  Acid  (C.  A.  nomen.) 

Note. — As  a  rule  this  compound  is  not  used  as  such,  being  formed  as  the 
azo  derivative  in  the  dye  molecule  from  the  reduction  of  the  azo  derivative  of 
p-nitro-aniline-o-sulfonic  acid 


NH2 

/\S03H        = 


FORMATION. — From  p-nitro-aniline-o-sulfonic  acid  by  reduction 

LITERATURE.— Lange,  Zwischenprodukte,  #920-924 
» 

Dye  Derived  from  />-Phenylene-diamine-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYE 

458 

Carbon  Black 

l-Naphthylamine-6(7)- 

D 

sulfonic  Acid 

m-Phenylene-(Toly- 

lene-)diamine  or 

l:3-Naphthylene- 

diamine-6-sulfonic 

Acid  (2  mols) 

Phenyl-gamma  Acid 

2-Phenylamino-8-naphthol-6-sulfonic  Acid 
7-Anilino-l-naphthol-3-sulfonic  Acid  (C.  A.  nomen.) 


HO 


H03S 


NH 


DYES  CLASSIFIED  BY  INTERMEDIATES 


475 


FORMATION. — From  gamma  acid  (2-amino-8-naphthol-6-sulfonic  acid) 
by  heating  with  aniline  and  aniline  hydrochloride  at  160° 

LITERATURE. — Lange,  Zwischenprodukte,  #2846-2847 

Dyes  Derived  from  Phenyl-gamma  Acid 


Schultz 
Number 
JOT  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

207 

Diphenyl  Fast 

I  '14:—       992 

p-Nitro-toluene-o-sul- 

D 

Brown  G 

fonic  Acid 

p-Phenylene-diamine 

DISAZO  DYES 

349 

Diamine  Brown  B 

I  '20:—         24 

Benzidine 

D 

Salicylic  Acid 

TBISAZO  DYE 

445 

Crumpsall  Direct 

Benzidine 

D 

Fast  Brown  O 

Salicylic  Acid 

Aniline 

Phenyl-glycine 

JV-Phenyl-gflycine  (C.  A.  nomen.) 

NH.CH2.COOH 


STATISTICS. — Manufactured  '17: —  ? 
Manufactured  '19: —  ? 
Manufactured  '20:—  ? 

FORMATION. — By  action  of  chloro-acetic  acid  on  aniline 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  153 
Lange,  Zwischenprodukte,  #96-109,  111 


476 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Phenyl-glycine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

874 

Indigo 

I  '14:— 

Phenyl-glycine  (2  mols) 

V 

8,507,359 

[Sodamide] 

M'17:—  274,771 

M'18:— 

3,083,888 

M'19:— 

8,863,824 

I  '20:—  520,347 

M'20:— 

18,178,231 

876 

Indigo  MLB 

Phenyl-glycine  (2  mols) 

V 

Indigo  White 

f  [Sodamide,  Reduction] 

or 

[Indigo,  Reduction] 

877 

Indigotine 

I  '14:—  19,329 

Phenyl-glycine  (2  mols), 

A 

M'17:— 

etc. 

1,876,787 

or 

M'18:— 

[Indigo,  Sulfonation] 

1,434,703 

M'19:— 

1,699,670 

I  '20:—    5,512 

M'20:— 

1,395,000 

878 

Indigotine  P 

Phenyl-glycine 

A 

(2  mols),  etc. 

or 

[Indigo,  Sulfonation] 

879 

Brom  Indigo 

I  '14:—  53,640 

Phenyl-glycine 

V 

Rath  jen 

M'20:—      ? 

(2  mols),  etc. 

Indigo  MLB/RR 

or 

[Indigo,  Bromination] 

880 

Helindone  Blue  BB 

I  '14:—    6,856 

Phenyl-glycine 

V 

Indigo  RB 

M'17:—  14,100 

(2  mols),  etc. 

I  '20:—    3,691 

or 

M'20:—      ? 

[Indigo,  Bromination] 

DYES   CLASSIFIED  BY  INTERMEDIATES 


477 


Dyes  Derived  from  Phenyl-glycine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

(continued) 

881 

Dianthrene  Blue  2B 

I  '14:—  16,880 

Phenyl-glycine 

V 

Bromo  Indigo  FB 

M'19:—     ? 

(2  mols),  etc. 

Ciba  Blue  2B 

I  '20:—  35,857 

or 

[Indigo,  Bromination] 

882 

Indigo  MLB/5B 

I  '14:—    1,356 

Phenyl-glycine 

V 

Ciba  Blue  G 

I  '20:—    1,008 

(2  mols),  etc. 

or 

[Indigo,  Bromination] 

883 

Indigo  MLB/6B 

I  '14:—    3,191 

Phenyl-glycine 

V 

Indigo  KG 

I  '20:—    4,130 

(2  mols),  etc. 

M'20:—      ? 

or 

[Indigo,  Bromination] 

884 

Brilliant  Indigo 

I  '14:—    4,518 

Phenyl-glycine 

V 

BASF/2B 

(2  mols),  etc. 

or 

[Indigo,  Chlorination, 

Bromination] 

885 

Brilliant  Indigo 

I  '14:—    8,117 

Phenyl-glycine 

V 

BASF/B 

I  '20:—    3,503 

(2  mols),  -etc. 

or 

[Indigo,  Chlorination] 

886 

Brilliant  Indigo 

I  '14:—  12,057 

Phenyl-glycine 

V 

BASF/G 

(2  mols),  etc. 

or 

[Indigo,  Chlorination, 

Bromination] 

889 

Indigo  Yellow  3G 

Phenyl-glycine 
(2  mols),  etc. 

V 

Benzoyl  chloride 

or 

[Indigo,  Benzoyl 

chloride] 

478  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Phenyl-glycine  (continued) 


Schultz 
Numebr 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYE 

(continued) 

890 

Ciba  Yellow  G 

I  '14:—         48 

Phenyl-glycine 

V 

(2  mols),  etc. 

Benzoyl  chloride 

or 

[Indigo,  Benzoyl 

chloride,  Bromina- 

tion] 

Phenyl-glycine-o-carboxylic  Acid 

N-(Carboxy-methyl)-anthranilic  Acid  (C.  A.  nomen.) 

COOH 

ONH.CH2.COOH 


:C9H9N04=195 


FORMATION. — Phthalic  anhydride  is  converted  through  phthalimide 
into  anthranilic  acid.  This  latter  by  reaction  with  chloro-acetic 
acid  forms  the  phenyl-glycine-o-carboxy  acid 

LITERATURE. — Lange,  Zwischenprodukte,  #379,  383-393 

Dyes  Derived  from  Phenyl-glycine-o-carboxylic  Acid 


SchuUz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

874 

Indigo 

I  '14:— 

Phenyl-glycine-o-car- 

V 

8,507,359 

boxylic  Acid  (2  mols) 

M  '17:—  274,771 

[Sodamide] 

M'18:— 

3,083,888 

M'19:— 

8,863,824 

I  '20:—  520,347 

M  '20:— 

18,178,231 

DYES  CLASSIFIED  BY  INTERMEDIATES  479 

Dyes  Derived  from  Phenyl-glycine-o-carboxylic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dy, 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

(continued) 

876 

Indigo  MLB 

Phenyl-glycine-o-car- 

V 

Indigo  White 

boxylic  Acid  (2  mols) 

[Sodamide,  Reduction] 

or 

[Indigo,  Reduction] 

877 

Indigotine 

I  '14:—  19,329 

Phenyl-glycine-o-car- 

A 

M'17:— 

boxylic  Acid  (2  mols), 

1,876,787 

etc. 

M'18:— 

or 

1,434,703 

[Indigo,  Sulfonation] 

M'19:— 

1,699,670 

I  '20:—    5,512 

M'20:— 

1,395,000 

878 

Indigo  tine  P 

Phenyl-glycine-o-car- 

A 

boxylic  Acid  (2  mols), 

etc. 

or 

[Indigo,  Sulfonation] 

879 

Bromo  Indigo 

I  '14:—  53,610 

Phenyl  -  glycine  -  o  -  car- 

V 

Rathjen 

M'20:—      ? 

boxylic  Acid  (2  mols) 

Indigo  MLB/RR 

etc. 

or 

[Indigo,  Bromination] 

880 

Helindone  Blue  BB 
Indigo  RB 

I  '14:—    6,856 
M'17:—  14,100 

Phenyl  -  glycine  -  o  -  car- 
boxylic  Acid  (2  mols), 

V 

I  '20:—    3,691 

etc. 

M'20:—      ? 

or 

[Indigo,  Bromination] 

881 

Dianthrene  Blue  2B 
Bromo  Indigo  FB 

I  '14:—  16,880 
M'19:—      ? 

Phenyl  -  glycine  -  o  -  car- 
boxylicAcid(2mols), 

V 

Ciba  Blue  2B 

I  '20:—  35,857 

etc. 

or 

[Indigo,  Bromination] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Phenyl-glycine-o-carboxylic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

(continued) 

882 

Indigo  MLB/5B 

I  '14:—    4,356 

Phenyl  -  glycine  -  o  -  car- 

V 

Ciba  Blue  G 

I  '20:—    1,002 

boxylic  Acid  (2  mols), 

etc. 

or 

[Indigo,  Bromination] 

883 

Indigo  MLB/6B 

I  '14:—    3,191 

Phenyl  -  glycine  -  o  -  car- 

V 

Indigo  KG 

I  '20:—    4,130 

boxylic  Acid  (2  mols), 

M'20:—      ? 

etc. 

or 

[Indigo,  Bromination] 

884 

Brilliant  Indigo 

I  '14:—    4,518 

Phenyl  -  glycine  -  o  -  car- 

V 

BASF/2B 

boxy  lie  Acid  (2  mols), 

etc. 

or 

[Indigo,  Chlorination, 

Bromination] 

885 

Brilliant  Indigo 

I  '14:—    8,175 

Phenyl  -  glycine  -  o  -  car- 

V 

BASF/B 

I  '20:—    3,503 

boxylic  Acid  (2  mols), 

etc. 

or 

[Indigo,  Chlorination] 

886 

Brilliant  Indigo 

I  '14:—  12,057 

Phenyl  -  glycine  -  o  -  car- 

V 

BASF/G 

boxylic  Acid  (2  mols), 

etc. 

or 

[Indigo,  Bromination, 

Chlorination] 

889 

Indigo  Yellow  3G 

Phenyl  -  glycine  -  o  -  car- 

V 

boxylic  Acid  (2  mols), 

etc. 

Benzoyl  chloride 

or 

[Indigo,  Benzoyl 

chloride^ 

DYES  CLASSIFIED  BY  INTERMEDIATES  481 

Dyes  Derived  from  Phenyl-glycine-o-carboxylic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

(continued) 

890 

Ciba  Yellow  G 

F  14:—         48 

Phenyl  -  glycine  -  o  -  car- 

V 

boxylic  Acid  (2  mols), 

etc. 

Benzoyl  chloride 

[Bromination] 

or 

[Indigo  Yellow  3G, 

Bromination] 

Phenyl-hydrazine-^-sulfonic  Acid 

p-Hydrazino-frenzene-sulfonic  Acid  (C.  A.  nomen.) 

NH.NH2 


S03H 

STATISTICS.— Manufactured  '20:— 441,117  Ibs. 

FORMATION. — (1)  Sulfanilic  acid  is  diazotized  and  then  reduced  with 
sodium  bisulfite.  (2)  Aniline  is  diazotized  and  reduced  with 
sodium  bisulfite,  forming  phenyl-hydrazine,  which  is  then  sulfonated 
with  66°  sulfuric  acid  at  100° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  49 
Lange,  Zwischenprodukte,  #629 

Dyes  Derived  from  Phenyl-hydrazine-^-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

A 

19 

PYRAZOLONE  DYES 
Flavazine  L 
Fast  Light  Yellow 

I  '14:—  38,908 
I  '20:—    9,327 

Aniline 
[Ethyl  Aceto-acetate] 

20 

Flavazine  S 

I  '14:—  81,375 
I  '20:—    1,500 

Aniline 
[Ethyl  Oxal-acetate] 

A 

482 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Phenyl-hydrazine-/>-sulfonic  Acid  (continued) 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

PYKAZOLONE  DYES 

23 

(continued) 
Tartrazine 

I  '14:—  272,477 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 

Phenyl-hydrazine-p- 
sulfonic  Acid  (2  mols) 
Dihydroxy-tartaric 
Acid 

A 

I  '20:—  47,877 
M  '20:—  701,722 

or 
Sulfanilic  Acid 
[Ethyl  Oxal-acetate] 

27 

Dianil  Yellow  2R 

Primuline-sulfonic  Acid 

D 

[Ethyl  Aceto-acetate] 

l-Phenyl-3-methyl-5-pyrazolone 

See,  3-Methyl-l-phenyl-5-pyrazolone 

Phenyl-a-naphthylamine 

JV-Phenyl-1-naphthylamine  (C.  A.  nomen.) 


NH 


STATISTICS. — Manufactured  '17: —  ? 

Manufactured  '18: —  ? 

Manufactured  '  19 :—  ? 

Manufactured  '20:—  ? 

FORMATION. — From    a-naphthylamine   hydrochloride   and   aniline   by 
heating  together 

LITERATURE.— Cain,  Intermediate  Products  (2d  Ed.),  187 
C/.  Lange,  Zwischenprodukte,  #2827 
Thorpe,  Die.  Chemistry,  3,  587 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Phenyl-a-naphthylamine 


483 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

263 

Jet  Black  R 

Aniline-2:  4-disulfonic 

A 

Acid 

a-Naphthylamine 

361 

Sulfonazurine 

I  '14:—        300 

Benzidine-sulfon-disul- 

D 

fonic  Acid 

Phenyl-a-naphthyl- 

amine (2  mols) 

DlPHENYL-NAPHTHYL- 

METHANE   DYE 

559 

Victoria  Blue  B 

I  '14:—  127,769 

Ketone 

B 

M'17:—      ? 

or 

M'18:—      ? 

Hydrol 

M'19:—      ? 

I  '20:—  11,782 

M'20:—      ? 

AZINE  DYE 

-— 

693 

Milling  Blue 

I  '14:—    3,082 

Aniline  (2  mols) 

M 

Phenyl-a-naphthyl- 

amine (2  mols) 

Phenol 

[Sulfonation] 

Phenyl-/3-naphthylamine 

7V-Phenyl-2-naphthylamine  (C.  A.  nomen.) 


-NH— 


FORMATION. — From   /3-naphthol   and   aniline    (or    hydrochloride)    by 
heating  together  in  an  open  vessel  to  around  200° 

LITERATURE. — Lange,  Zwischenprodukte,  #2827 
Thorpe,  Die.  Chemistry,  3,  599 


484  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  Phenyl-j3-naphthylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AZINE  DYE 

676 

Neutral  Blue 

1  '14:—       615 

Nitroso-dimethyl- 

B 

aniline 

Phenyl-l-naphthylamine-8-sulfonic  Acid 

8-Anilino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
Phenyl-peri  Acid 


HO3S     NH 


STATISTICS. — Imported          '14: — 9,139  Ibs. 
Manufactured  '18:—      ? 
Manufactured  '19: —      ? 
Manufactured  '20:—      ? 

FORMATION. — l-Naphthylamine-8-sulfonic    acid,    aniline,    and    aniline 
hydrochloride  are  heated  together  in  an  autoclave 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  194 

Dyes  Derived  from  Phenyl-l-naphthylamine-8-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

85 

Omega  Chrome 
Black  PV 

2-Amino-6-nitro-p- 
cresol 

ACr 

188 

Tolyl  Blue  SR 
Sulfon  Acid  Blue  R 

I  '14:—  45,038 
M'17:—      ? 

HAcid 

A 

M'18:—      ? 

M'19:—      ? 

• 

M  '20:—  454,185 

DYES  CLASSIFIED  BY  INTERMEDIATES 


485 


Dyes  Derived  from  Phenyl-l-naphthylamine-8-sulfonic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

256 

Sulfon  Black  3B 

Metanilic  Acid 

A 

a-Naphthylamine 

257 

Sulfoncyanine 

I  '14:—  145,649 

Metanilic  Acid 

A 

M'17:—      ? 

a-Naphthylamine 

M'18:—      ? 

M'19:—      ? 

I  '20:—  18,327 

M'20:—      ? 

265 

Sulfoncyanine 

I  '14:—  69,590 

Laurent's  Acid 

A 

Black  B 

M'17:—      ? 

a-Naphthylamine  or 

M'18:—      ? 

l-Naphthylamine-6- 

M'19:—      ? 

and  7-sulf  onic  Acids 

M'20:—      ? 

W-Phenyl-o-phenylene-diamine  (C.  A.  nomen.) 
See,  o-Aminodiphenylamine 

W-Phenyl-£-phenylene-diamine  (C.  A.  nomen.) 
See,  p-Amino-diphenylamine 

Wi-Phenyl-4-m-tolylene-diamine  (C.  A.  nomen.  NH2=1) 
Phenyl-p-amino-o-toluidine  (CHS  =1) 
3- Amino-4-methy  1-diph  eny  lamine 


NH 


FORMATION. — From  m-tolylene-diamine  hydrochloride  by  melting  with 
aniline  at  220-270° 

LITERATURE. — Lange,  Zwischenprodukte,  #1621,  1622 


486  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  ^-Phenyl-4-m-tolylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

684 

AZINE  DYES 
Rhoduline  Violet 

I  '14:—    2,751 
I  '20:—         35 

Nitroso-dimethyl- 
aniline 

B 

684 

Rhoduline  Red  B 

Nitroso-ethyl-aniline 

B 

684 

Rhoduline  Red  G 

Nitroso-ethyl-o- 
toluidine 

B 

Phosgene  (C.  A.  nomen.) 
Carbonyl  Chloride 


\C1 

STATISTICS. — Imported    '14: — very  small 

Manufactured  in  recent  years  in  undisclosed  quantities 

FORMATION. — From  chlorine  and  carbon  monoxide,  in  presence  of  a 
catalyst,  for  example,  a  suitable  charcoal 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  3,  498 
Dyes  Derived  from  Phosgene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

279 

DISAZO  DYES 
Benzo  Fast  Scarlet 

I  '14:—  36,674 
M'19:—      ? 
I  '20:—  24,153 

J  Acid  (2  mols) 
Aniline 
Amino-azo-benzene 

D 

296 

Cotton  Yellow  G 

I  '14:—  31,472 
I  '20:—    4,651 

Acetyl-p-phenylene- 
diamine  (2  mols) 
Salicylic  Acid  (2  mols) 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 


487 


Dyes  Derived  from  Phosgene  (continued) 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

516 

Crystal  Violet 

I  '14:—  51,872 

Dimethyl-aniline 

B 

M'17:—      ? 

(3  mols) 

M'18:—      ? 

M'19:—      ? 

I  '20:—    2,919 

M'20:—      ? 

518 

Ethyl  Violet 

I  '14:—  51,933 

Diethyl-aniline  (3  mols) 

B 

Ethyl  Purple 

ANTHRAQUINONE  AND 

ALLIED  DYES 

810 

Helidone  Yellow 

I  '14:—  20,744 

2-Amino-anthraqui- 

V 

3GN 

I  '20:—    2,515 

none  (2  mols) 

Phthalic  Anhydride 


,co, 


/v  \ 

I   I      ° 
N/Nx/ 


STATISTICS. — Imported  '14: —  63,574  Ibs. 
Manufactured  '17:— 138,857  Ibs. 
Manufactured  '18:— 227,414  Ibs. 
Manufactured  '19:— 290,677  Ibs. 
Manufactured  '20:— 796,210  Ibs. 

FORMATION. — (1)  Naphthalene  is  oxidized  with  air  in  presence  of  a 
catalyst.  (2)  Naphthalene  is  oxidized  by  means  of  sulfur  trioxide 
in  presence  of  mercury. 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  162 


488 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Phthalic  Anhydride 


Schvltz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

571 

Rhodamine  6G 

I  '14:—  37,515 

Ethyl-m-amino-phenol 

B 

I  '20:—    8,574 

(2  mols) 

[Ethylation] 

572 

Rhodamine  G 

I  '14:—    2,648 

Diethyl-m-amino- 

B 

I  '20:—       217 

phenol  (2  mols) 

Aniline    [removes   one 

C2H5  group] 

or 

[Heating  of  Rhodamine 

B  with  aniline  salt] 

i 

573 

Rhodamine  B 

I  '14:—  59,354 

Diethyl-m-amino- 

B 

M'17:—      ? 

phenol  (2  mols) 

M'18:—      ? 

or 

M'19:—      ? 

Resorcinol  (2  mols) 

I  '20:—  24,709 

[PC15;  diethyl-amine] 

M'20:—      ? 

574 

Rhodamine  3B 

Diethyl-w-amino- 

B 

phenol  (2  mols) 

[Ethyl  esterification] 

or 

[Ethyl  ester  of  Rhoda- 

mine B] 

580 

Fast  Acid  Violet  B 

I  '14:—  20,688 

Resorcinol  (2  mols) 

A 

I  '20:—    2,907 

Aniline  or 

M'19:—      ? 

p-Toluidine  (2  mols) 

[PC15;  sulfonation] 

or 

[Dichloro-fluoresceine 

and  Aniline  or 

p-Toluidine;  sul- 

fonation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


489 


Dyes  Derived  from  Phthalic  Anhydride  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

(continued) 

581 

Fast  Acid  Eosine  G 

I  '14:—       650 

Diethyl-wi-amino- 

A 

Fast  Acid  Phloxine  A 

I  '20:—    5,234 

phenol  (2  mols) 

[Sulfonation] 

or 

[Rhodamine  B,  suljo- 

nated] 

582 

Fast  Acid 

I  '14:—       875 

Resorcinol  (2  mols) 

A 

Violet  A2R 

I  '20:—    2,679 

o-Toluidine  (2  mols) 

M'20:—      ? 

[PC15,  Sulfonation] 

or 

[Dichloro-fluoresceine 

and        o-toluidine, 

Sulfonation] 

583 

Acid  Rosamine  A 

I  '14:—         50 

Resorcinol  (2  mols) 

A 

I  '20:—       141 

Mesidine  (2  mols) 

[PC15,  Sulfonation] 

or 

[Dichloro-fluoresceine 

and  mesidine,  sulf  o- 

nation] 

585 

Uranine 

I  '14:—    2,273 

Resorcinol  (2  mols) 

A 

Fluoresceine 

M'17:—      ? 

M'19:—      ? 

I  '20:—         10 

586 

Chrysoline 

I  '20:—    1,402 

Resorcinol  (2  mols) 

A 

Benzyl  Chloride 

587 

Eosine 

I  '14:—  94,528 

Resorcinol  (2  mols) 

A 

M'17:—  68,496 

[Bromine] 

M  '18:—  161,153 

or 

M  '19:—  121,303 

[Tetrabromo-flupre- 

I  '20:—       296 

sceine] 

M'20:—  85,489 

490  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Phthalic  Anhydride  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

588 

XANTHONE  DYES 
(continued) 
Eosine  Spirit  Solubl. 
Methyl  Eosine 

Resorcinol  (2  mols) 
[Bromine;   Methyl 
esterificjation] 
or 
Eosine  methyl  ester] 

ss 

589 

Eosine  S 

I  '14:—    2,315 
M'20:—      ? 
M'20:—      ? 

Resorcinol  (2  mols) 
[Bromine;  Ethyl 
esterification] 
or 
[Eosine  ethyl  ester] 

ss 

590 

Eosine  BN 
Acid  Eosine 

I  '14:—  20,143 
I  '20:—    1,132 
M'20:—      ? 

Resorcinol  (2  mols) 
[Bromination,  Nitra- 
tion] 
or 
[Dibromo-fluoresceine 
nitrated] 

A 

591 

Erythrosine  G 

I  '14:—         99 

Resorcinol  (2  mols) 
[lodation] 
or 
[Diiodo-fluoresceine] 

A 

592 

Erythrosine  B 

I  '14:—    4,350 
M'17:—       505 
M'18:—    1,636 
M'19:—      ? 
I  '20:—           9 
M'20:—    6,874 

Resorcinol  (2  mols) 
[lodation] 
or 
[Tetraiodo-fluoresceine] 

A 

599 

Galleine 

I  '14:—  15,404 
M'19:—      ? 
I  '20:—    7,469 
M'20:—      ? 

Gallic  Acid  (2  mols) 
or 
Pyrogallol  (2  mols) 

M 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Phthalic  Anhydride  (continued) 


491 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

(continued) 

600 

Coeruleine  B 

M'19:—      ? 

Resorcinol  (2  mols) 

M 

M'20:—      ? 

[Dehydration] 

or 

[Fluoresceine 

dehydrated] 

601 

Coeruleine  S 

I  '14:—    3,404 

Gallic  Acid  (2  mols) 

M 

M'19:—      ? 

of 

I  '20:—    9,392 

Pyrogallol  (2  mols) 

[Dehydration] 

or 

[Galleine  dehydrated] 

QUINOLINE  DYES 

612 

Quinoline  Yellow 

I  '14:—  79,553 

Quinaldine 

S3 

Spirit  Soluble 

I  '20:—       205 

613 

Quinoline  Yellow 

I  '14:—  15,354 

Quinaldine 

A 

Water  Soluble 

I  '20:—  34,440 

[Sulfonation] 

ANTHRAQUINONE  AND 

ALLIED  DYES 

758 

Sirius  Yellow  G 

Naphthalene 

CL 

782 

Anthracene  Brown 

I  '14:—  115,586 

Gallic  Acid 

M 

Alizarin  Brown 

M'17:—      ? 

M'18:—      ? 

M'19:—  40,426 

I  '20:—    2,728 

M'20:—  42,840 

INDIGO  GROUP  DYES 

874 

Indigo 

I  '14:— 

Phthalic  Anhydride 

V 

8,507,359 

(2  mols) 

M  '17:—  274,771 

M'18:— 

3,083,888 

M'19:— 

8,863,824 

M'20:— 

18,178,231 

I  '20:—  520,347 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Phthalic  Anhydride  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  o]  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

(continued) 

876 

Indigo  MLB 

Phthalic  Anhydride 

V 

Indigo  White 

(2  mols) 

[Reduction] 

877 

Indigotine 

I  '14:—  19,329 

Phthalic  Anhydride 

A 

M'17:— 

(2  mols) 

1,876,787 

[Sulfonation] 

M'18:— 

1,434,703 

M'19:— 

1,699,670 

M'20:— 

1,395,000 

I  '20:—    5,512 

878 

Indigotine  P 

Phthalic  Anhydride 

A 

(2  mols) 

[Sulfonation] 

879 

Brom  Indigo  • 

I  '14:—  53,610 

Phthalic  Anhydride 

V 

Rath  jen 

M  '20:—      ? 

(2  mols) 

[Bromination] 

880 

Helindone  Blue  BB 

I  '14:—    6,856 

Phthalic  Anhydride 

V 

Indigo  RB 

M'17:—  14,100 

(2  mols) 

I  '20:—    3,691 

[Bromination] 

M'20:—      ? 

881 

Dianthrene  Blue  2B 

I  '14:—  16,880 

Phthalic  Anhydride 

V 

Bromo  Indigo  FB 

M'19:—      ? 

(2  mols) 

Ciba  Blue  2B 

I  '20:—  35,857 

[Bromination] 

882 

Indigo  MLB/5B 

I  '14:—    1,356 

Phthalic  Anhydride 

V 

Ciba  Blue  G 

I  '20:—    1,008 

(2  mols) 

[Bromination] 

883 

Indigo  MLB/6B 

I  '14:—    3,191 

Phthalic  Anhydride 

V 

Indigo  KG 

I  '20:—    4,130 

(2  mols) 

M'20:—      ? 

[Bromination] 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Phthalic  Anhydride  (continued) 


493 


Schultz 
Number 
for  Dye 

884 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 
(continued) 
Brilliant  Indigo 
BASF/2B 

I  '14:—    4,518 

Phthalic  Anhydride 
(2  mols) 
[Chlorination,  Bromina- 
tion] 

V 

885 

Brilliant  Indigo 
BASF/B 

I  '14:—    8,175 
I  '20:—    3,503 

Phthalic  Anhydride 
(2  mols) 
[Chlorination] 

V 

886 
889 

Brilliant  Indigo 
BASF/G 

Indigo  Yellow  3G 

I  '14:—  12,057 

Phthalic  Anhydride 
(2  mols) 
[Chlorination,  Bromina- 
tion] 
Phthalic  Anhydride 
(2  mols) 
Benzoyl  Chloride 

V 
V 

890 

Ciba  Yellow  G 

I  '14:—         48 

Phthalic  Anhydride 
(2  mols) 
Benzoyl  Chloride 
[Bromination] 

V 

Phthalimide 


CO 


NH        =  C8H5NO2  — 147 


O' 


STATISTICS. — Manufactured  in  1920  in  undisclosed  amount 
FORMATION. — By  treatment  of  molten  phthalic  anhydride  with  gaseous 

ammonia 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  147 
USES. — For  preparation  of  anthranilic  acid 

Piria's  Acid 

See,  Naphthionic  Acid 


494 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Picramic  Acid 

OH 
02N/NNH2        ;_, 

N02 

STATISTICS. — Manufactured  '17: —      ? 

Manufactured  '18:— 235,652  Ibs. 
Manufactured  '19:— 150,458  Ibs. 
Manufactured  '20:— 138,350  Ibs. 

FORMATION. — From  picric  acid  by  reduction,  using  sodium  hydrogen 
sulfide  or  sodium  sulfide 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  117 
Dyes  Derived  from  Picramic  Acid 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli 
cation- 
Class 

MONOAZO  DYES 

88 

Acid  Anthracene 

I  '14:—  33,053 

m-Phenylene-diamine- 

ACr 

Brown  R 

M'17:—      ? 

[sulfonic  Acids] 

M'19:—      ? 

I  '20:—    1,400 

M  '20:—      ? 

89 

Metachrome 

I  '14:—    1,001 

m-Phenylene-diamine 

M 

Brown  B 

M'17:—      ? 

or 

M  '18:—  349,961 

m-Tolylene-diamine 

M'19:—      ? 

or 

M  '20:—  192,914 

Chloro-w-phenylene- 

diamine 

90  s 

Chrome  Brown  P 

m-Amino-phenol 

M 

91 

Anthracyl  Chrome 

I  '14:—    4,596 

Naphthionic  Acid 

ACr 

Green  D 

M'18:—      ? 

I  '20:—    3,316 

92 

Metachrome 

3-Amino-4-methyl- 

M 

Bordeaux  R 

phenyl-p-tolyl-sul- 

famide 

DISAZO  DYE 

219 

Chrome  Patent 

Aniline 

ACr 

Green  N 

KAcid 

DYES  CLASSIFIED  BY  INTERMEDIATES  495 

Picric  Acid 


02N/\ 


OH 

N02 


NO2 

STATISTICS. — Manufactured  in  1919  and  1920  in  an  indeterminate 
amount  for  dyeing  purposes.  Prior  to  1919  it  was  made  in  very 
large  quantities  for  explosive  uses 

FORMATION. — Phenol  is  sulfonated  and  then  trinitrated 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  114 
Lange,  Zwischenprodukte,  #1116-1121 
Schultz,  Farbstofftabellen  (1914),  #5 

USES. — For  the  manufacture  of  picramic  acid.    It  is  also  a  dye,  Schultz  #5 


Primuline-sulfonic  Acid  (Sodium  Salt) 

(This  is  the  <f  Primuline"  of  commerce) 
(Primuline  "base"  is  the  unsulfonated  product) 


STATISTICS.  —  See  #616  in  following  table 

FORMATION.  —  p-Toluidine  and  sulfur  are  heated  together,  resulting  in  a 
mixture  of  primuline  base  and  p-dehydro-thio-p-toluidine,  known 
as  primuline  "melt."  This  can  be  separated  by  vacuum  distilla- 
tion. However  it  is  generally  sulfonated,  using  23  per  cent  oleum, 
and  then  separated  by  the  greater  solubility  of  the  ammonium  salt 
of  the  primuline-sulfonic  acid 

LITERATURE.  —  Schultz,  Farbstofftabellen,  #616 
Wahl,  Organic  Dyestuffs,  299 
Thorpe,  Die.  Chemistry,  4,  386 


496  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Primuline-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

STILBENE  DYE 

18 

Diphenyl  Fast 
Yellow 

I  '14:—  10,22 
I  '20:—     1,10 

Primuline-sulfonic 
Acid  (2  mols) 
Dinitro-dibenzyl-disul- 
fonic  Acid  or 

D 

Dinitro-stilbene-di- 

sulfonic  Acid 

PYRAZOLONE  DYES 

25 

Dianil  Yellow  3G 

[Ethyl  aceto-acetate] 

D 

26 

Dianil  Yellow  R 

3-Methyl-l-phenyl-5- 
pyrazolone 

D 

27 

Dianil  Yellow  2R 

3-Methyl-l-p-sulfo- 
phenyl-5-pyrazolone 

D 

or 

Phenyl-hydrazine-p- 
sulfonic  Acid 

[Ethyl  aceto-acetate] 

MONOAZO  DYES 

190 

Alkali  Brown 
Benzo  Brown  5R 

M'19:—      ? 
M'20:—    2,987 

w-Phenylene-diamine 

D 

191 

Pyramine  Yellow  R 

I  '14:—    5,727 
I  '20:—       100 

Nitro-w-phenylene- 
diamine 

D 

192 

Cotton  Orange  G 

I  '14:—    1,877 

m-Phenylene-diamine- 
disulfonic  Acid 

D 

195 

Rosophenine  SG 

M  '18:—      ? 
M'19:—      ? 

Nevile-Winther's  Acid 

D 

M'20:—  19,639 

197 

Thiazine  Red  G 

I  '14:—    4,861 
M'18:—      ? 

Schaeffer's  Acid 

D 

M'19:—  11,886 
M'20:—  13,988 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Primuline-sulfonic  Acid  (continued) 


497 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

198 

Clayton  Yellow 

I  '14:—  29,879 

Dehydrothio-p-tolui- 

D 

Thiazol  Yellow 

M'18:—      ? 

dine-sulfonic  Acid 

M'19:—      ? 

(2  mols) 

M'20:—      ? 

or 

I  '20:—  11,182 

Primuline  (2  mols) 

199 

Oriol  Yellow 

I  '14:—  13,416 

Salicylic  Acid 

D 

Cotton  Yellow  R 

M'20:—      ? 

I  '20:—       125 

DISAZO  DYES 

209 

Terra  Cotta  FC 

I  '14:—       551 

m-Phenylene-diamine 

D 

Naphthionic  Acid 

210 

Cotton  Orange  R 

I  '14:—  16,459 

m-Phenylene-diamine- 

D 

I  '20:—         51 

disulfonic  Acid 

Metanilic  Acid 

THIOBENZENYL  DYES 

615 

Thioflavine  S 

I  '14:—    4,948 

[Methylation] 

D 

M'19:—      ? 

M'20:—      ? 

I  '20:—       675 

616 

Primuline 

I  '14:—  67,976 

D 

M'17:—  72,461 

M'18:—  72,788 

M'19:—  271,338 

M'20:—  183,179 

I  '20:—       441 

Pseudocumidine  (C.  A.  nomen.) 
^-Cumidine 

2:4:  5-Trimethyl-aniline 
1:2:  4-Trimethyl-5-amino-benzene 
NH2 


CH3 


498 


DYES  CLASSIFIED  BY  INTERMEDIATES 


STATISTICS.— Imported          '14:—  6,617  Ibs. 
Manufactured  '17:—      ? 
Manufactured  '18: —      ? 
Manufactured  '19:—      ? 
Manufactured  '20:— 28,405  Ibs. 

FORMATION. — Xylidine  hydrochloride  is  digested  with  methanol 
(CH3OH)  in  an  autoclave  at  280-300°  and  the  product  converted 
to  nitrates  and  crystallized.  The  sparingly  soluble  nitrates  are 
separated  and  washed,  and  treated  with  alkali  to  convert  to  bases, 
which  are  a  mixture  of  xylidines  and  cumidines.  The  bases  are 
then  fractionally  distilled,  and  that  fraction  coming  over  at  225- 
245°  is  allowed  to  crystallize  and  is  pressed  to  remove  oily  products. 
It  consists  largely  of  pseudocumidine 

LITERATURE.— Thorpe,  Die.  Chemistry,  2,  177  (1912  Ed.);  or  2,  434 

(1921  Ed.) 
Lange,  Zwischenprodukte,  #1061 

Dye  Derived  from  Pseudocumidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

83 

Ponceau  4R 

I  '14:—    3,557 

R  Acid 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—  24,152 

M'20:—      ? 

Purpurin  (C.  A.  nomen.) 

1:2:  4-Trihydroxy-anthraquinone 


pQ  \JH 

rVY>"  =. 

v\coA^ 


DYES  CLASSIFIED  BY  INTERMEDIATES 


499 


FORMATION. — From  alizarin  by  oxidation  with  manganese  dioxide  and 
sulfuric  acid 

LITERATURE. — Lange,  Zwischenprodukte,  #3129,  3271 

Barnett,  Anthracene  and  Anthraquinone 

Dyes  Derived  from  Purpurin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

783 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Purpurin 

M 

862 

Alizarin  Blue 
Black  B 

I  '14:—  54,706 
I  '20:—  28,802 

Aniline 
[Sulfonation] 

M 

Pyrogallic  Acid 

See,  Pyrogallol 

Pyrogallol  (C.  A.  nomen.) 
1:2:  3-Trihydroxy-benzene 
Pyrogallic  Acid 


OH 


!OH 
OH 


STATISTICS.— Imported          '14: — 24,964  Ibs. 

Manufactured  regularly,  but  amounts  not  disclosed 

FORMATION. — From  gallic  acid  by  heating  in  an  autoclave  in  presence  of 
water 

LITERATURE. — Lange,  Zwischenprodukte,  #958 

Green,  Organic  Coloring  Matters  (1908),  45 


500  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Pyrogallol 


Schidtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

62 

Azo  Galleine 

Dimethyl-p-phenylene- 
diamine 

M 

84 

Azo  Chromine 

p-Amino-phenol 

M 

158 

Chrome  Brown  RR 

I  '14:—    7,241 
M'17:—      ? 

4-Amino-l-phenol-2:  6- 
disulfonic  Acid 

M 

I  '20:—    2,183 

XANTHONE  DYES 

599 

Galleine 

I  '14:—  15,404 
M'19:—      ? 
I  '20:—    5,075 
M'20:—      ? 

Phthalic  Anhydride 
Pyrogallol  (2  mols) 

M 

601 

Coeruleine  S 

I  '14:—    3,404 
M'19:—      ? 
I  '20:—    9,392 

Phthalic  Anhydride 
Pyrogallol  (2  mols) 
[Dehydration] 

M 

or 

[Galleine  dehydrated] 

ANTHRAQUINONE  AND 

ALLIED  DYES 

769 

Alizarin  Yellow  C 

[Acetic  Acid] 

M 

770 

Alizarin  Yellow  A 

Benzoic  Acid 

M 

or 

Benzo  trichloride 

773 

Anthracene  Yellow 

I  '14:—    4,046 

[Aceto-acetic  Ethyl 
Ester;  Bromination] 

M 

Pyrogallol-5-sulfonic  Acid 

3:4:  5-Trihydroxy-6enzene-sulfonic  Acid  (C.  A.  nomen.) 


OH 


H03S 


DYES  CLASSIFIED  BY  INTERMEDIATES 


501 


FORMATION. — 1 :  3-Dichloro-2-hydroxy-benzene-5-sulfonic  acid  (as  po- 
tassium salt)  is  fused  with  concentrated  caustic  potash  solution  at 
150-160° 

LITERATURE. — Lange,  Zwischenprodukte,  #959 
Ger.  Pat.,  203,145;  Frdl.  9,  247 


Dyes  Derived  from  Pyrogallol-5-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

OXAZINE  DYE 

623 

Pyrogallol-cyanine- 

Nitroso-dimethyl- 

M 

sulfonic  Acid 

aniline 

Quinaldine  (C.  A.  nomen.) 

2-Methyl-quinoline 

a-Methyl-quinoline 


STATISTICS. — Manufactured  '19: —      ? 
Manufactured  '20:—      ? 

FORMATION. — By  condensing  aniline  and  p&racetaldehyde  either  cold, 
or  hot, — in  the  latter  case  using  hydrochloric  acid  and  aluminum  or 
zinc  chloride  to  catalyze  the  reaction 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  84 
Lange,  Zwischenprodukte,  #2000-2002 


502  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Quinaldine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

610 

QUINOLINE  DYES 
Quinoline  Red 

Benzo-trichloride 
Isoquinoline 

B 

612 

Quinoline  Yellow 
Spirit  Soluble 

I  '14:—  79,553 
I  '20:—       205 

Phthalic  Anhydride 

ss 

613 

Quinoline  Yellow 
Water  Soluble 

I  '14:—  15,354 
I  '20:—  34,440 

Phthalic  Anhydride 
[Sulfonation] 

A 

Quinizarin  (C.  A.  nomen.} 

1 : 4-Dihydroxy-anthraquinOne 


CO 


CO 


OH 


OH 


FORMATION. — From  anthraquinone  by  oxidation  with  sulfuric  acid  in 
presence  of  boric  acid 

LITERATURE.— Lange,    Zwischenprodukte,    #3233,    3260,    3268,    3270, 

3274,3276,3314,3351 
Cain,  Intermediate  Products  (2d  Ed,),  255 

Dyes  Derived  from  Quinizarin 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

852 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  Irisol  D 

p-Toluidine 
[Sulfonation] 

A 

852 

Alizarin  Direct 
Violet  R 

4-Toluidine-3-sulfonic 
Acid 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 


503 


Dyes  Derived  from  Quinizarin  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

865 

ANTHRAQUINONE  AND 
ALLIED  DYES 
(continued) 
Alizarin  Cyanine 
Green  E 

p-Toluidine  (2  mols) 
[Sulfonation] 

ACr 

865 

Alizarin  Direct 
Green  G 

I  '14:—    2,000 
I  '20:—  31,851 
M'20:—      ? 

4-Toluidine-3-sulfomc 
Acid  (2  mols) 

ACr 

Quinoline 


STATISTICS. — Imported  '14: — very  small 

Manufactured  '19:—      ? 

FORMATION. — (1)  By  extraction  from  coal-tar.  (2)  By  synthesis 
through  the  heating  together  of  aniline,  nitro-benzene,  glycerol  and 
sulfuric  acid  for  some  time,  first  at  125°  and  then  at  180° 

LITERATURE. — Lange,  Zwischenprodujrte,  #1995 
Thorpe,  Die.  Chemistry,  4,  468 

Dye  Derived  from  Quinoline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

611 

QUINOLINE  DYE 
Quinoline  Blue 

Lepidine 
[Amyl  iodide] 

Photo- 
graphy 

504  DYES  CLASSIFIED  BY  INTERMEDIATES 

RAcid 

2-Naphthol-3:  6-disulfonic  Acid  (C.  A.  nomen.) 
/3-Naphthol-disulfonic  Acid  R 
/3-Naphthol-a-disulfonic  Acid 

Note. — R  Add  is  occasionally  applied  to  other  naphthalene  derivatives, 
e.g.,  2-amino-3-naphthol-6-sulfonic  acid,  2-naphthylamine-3 : 6-disulfonic 
acid,  2: 3-dihydroxy-naphthalene-6-sulfonic  Add 


H03S 


OH 
SO3H 


STATISTICS.— Imported  '14:—  46,267  Ibs. 
Manufactured  '18:—  712,033  Ibs. 
Manufactured  '  19:— 1,008,007  Ibs. 
Manufactured  '20:— 1,250,674  Ibs. 

FOKMATION. — From  /3-naphthol  by  disulfonation,  and  separation  from 
the  G  acid  simultaneously  formed 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  226 
Lange,  Zwischenprodukte,  #2651,  2652 
Thorpe,  Die.  Chemistry,  3,  626 

Dyes  Derived  from  R  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

39 

MONOAZO  DYES 
Ponceau  G 

M'17:—      ? 
M'19:—      ? 

Aniline 

A 

47 

Orange  III 

M'18:—      ? 

0-Naphthol 

A 

65 

Azo  Coralline  L 

M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
I  '20:—       249 
M'20:—      ? 

p-Amino-acetanilide 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 


505 


Dyes  Derived  from  R  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

82 

Ponceau  R,  2R 

I  '14:—  35,259 

Xylidine 

A 

Scarlet  R,  2R 

M'17:—  633,429 

M'18:— 

1,189,054 

M'19:—  552,680 

M'20:— 

ILJ- 

1,286,002 

83 

Ponceau  4R 

I  '14:—    3,557 

Pseudocumidine 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—  24,152 

M'20:—      ? 

101 

Coccinine  B 

w-Amino-p-cresol 

A 

Methyl  Ether 

112 

Fast  Red  B 

I  '14:—  25,821 

a-Naphthylamine 

A 

Bordeaux  B 

M'17:—  120,595 

-,  

M'18:—  200,415 

M'19:—  161,862 

I  '20:—    7,882 

M'20:—  217,406 

168 

Amaranth 

I  '14:—  86,067 

Naphthionic  Acid 

A 

M'17:—  66,069 

M'18:—  73,539 

M'19:—  294,416 

I  '20:—       110 

M'20:—  204,958 

202 

Acid  Alizarin  Red  B 

I  '14:—    7,374 

Anthranilic  Acid 

ACr 

Palatine  Chrome 

M'18:—      ? 

CL 

RedB 

M'19:—  28,081 

I  '20:—    1,342 

M'20:—  67,817 

DISAZO  DYES 

236 

Cloth  Red  B 

I  '14:—  14,293 

o-Amino-azo-toluene 

A 

Wool  Red  B 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

506  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  R  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Ustd  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

238 

Union  Fast  Claret 

Amino-azo-xylene 

A 

244 

Coomassie  Wool 

M'18:—      ? 

Acetyl-p-phenylene- 

A 

Black  S 

M'19:—      ? 

diamine 

a-Naphthylamine 

269 

Naphthol  Black  6B 

I  '14:—  120,512 

l-Naphthylamine-4:  6- 

A 

I  '20:—    1,500 

and  -4:  7-disulfonic 

M'20:—      ? 

Acids 

a-Naphthylamine 

270 

Brilliant  Croceine  9B 

Amino-G  Acid 

A 

Aniline 

G  Acid  or  R  Acid 

272 

Naphthol  Black  B 

I  '14:—  103,598 

Amino-G  Acid 

A 

Brilliant  Black  B 

M'19:—      ? 

a-Naphthylamine 

I  '20:—         50 

298 

Milling  Red  R 

Diamino-diphenyl- 

A 

methane 

R  Acid  (2  mols) 

299 

Cinnabar  Scarlet  BF 

Diamino-dixylyl- 

CL 

mrthane 

R  Acid  (2  mols) 

300 

Cinnabar  Scarlet  G 

Diamino-dixylyl- 

CL 

Cotton  Ponceau 

phenyl-methane 

R  Acid  (2  mols) 

341 

Crumpsall  Direct 

M'17:—      ? 

Benzidine 

D 

Fast  Red  R 

M'18:—      ? 

Salicylic  Acid 

M'19:—      ? 

M'20:—      ? 

412 

Congo  Blue  2B 

Dianisidine 

D 

Nevile-Winther's  Acid 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  R  Acid  (continued) 


507 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

414 

Indazurine  B 

Dianisidine 

D 

1  :  7-Dihydroxy-naph- 

thalene-4-s  u  1  f  o  n  i  c 

Acid 

429 

Indazurine  BB 

Dianigidine 

D 

1  :  7-Dihydroxy-2-naph- 

thoic-4  sulfonic  Acid 

433 

Coomassie  Blaok  B 

1  :  4  -Naphthylene-dia- 

A 

mine-2-sulfonic  Acid 

0-Naphthylamine 

434 

Coomassie  Navy 

I  '20:—  42,357 

1  :  4-Naphthylene-dia- 

A 

Blue 

mine-2-sulfonic  Acid 

/3-Naphthol 

TRISAZO  DYE 

484 

Milling  Scarlet  B 

Diamino-azoxy-toluene 

A 

Nevile-Winther's  Acid 

2R  Acid 

2-Amino-8-naphthol-3 :  6-disulf onic  Acid 
Amino-naphthol-disulfonic  Acid  RR  or  2R 
7-Amino-l-naphthol-3:  6-disulf  onic  Acid  (C.  A.  nomen.) 


HO 


H03S 


NH2 
S03H 


FORMATION. — From    sodium    2-naphthylamine-3 :  6 :  8-trisulf onate    by 
fusion  with  caustic  soda  at  220-260° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  239 
Lange,  Zwischenprodukte,  #2734 


508  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  2R  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

44 

MONOAZO  DYE 
Azo  Archil  R 

Aniline 

A 

442 

TRISAZO  DYES 
Direct  Black  V 

I  '14:—  145,738 

Benzidine 
a-Naphthylamine 
Gamma  Acid 

D 

443 

Direct  Indone 
BlueR 

Benzidine 
a-Naphthylamine 
HAcid 

D 

449 

Trisulfon  Brown  B 

I  '14:—  16,781 
I  '20:—  38,616 

Benzidine 
Salicylic  Acid 
w-Phenylene-diamine 

D 

453 

Columbia  Black  R 

I  '14:—    1,307 

Tolidine 
m-Tolylene-diamine 
(2  mols) 

D 

454 

Trisulfon  Brown  G 

I  '14:—    1,323 

Tolidine 
Salicylic  Acid 
w-Phenylene-diamine 

D 

455 

Columbia  Black  B 

I  '14:—  165,727 

Dianisidine 
m-Tolylene-diamine 
(2  mols) 

D 

457 

Trisulfon 
Brown  GG 

I  '14:—    7,562 
I  '20:—  38,411 

Dianisidine 
Salicylic  Acid 
m-Phenylene-diamine 

D 

Red  Acid 

l:5-Dihydroxy-naphthalene-3:7-disulfonic  Acid   (not  considered 
herein) 

Resorcine 

See,  Resorcinol  (C.  A.  nomen.) 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Resorcinol  (C.  A.  nomen.) 


509 


STATISTICS. — Imported          '14: —  61,624  Ibs. 
Manufactured  '  17 :—      ? 
Manufactured  '18 :—    2,087  Ibs. 
Manufactured  '19:—  96,397  Ibs. 
Manufactured  '20:— 139,315  Ibs. 

FORMATION. — Benzene  is  disulfonated  with  oleum,  and  the  resulting 
benzene-ra-disulfonic  acid  is  fused  with  a  large  excess  of  caustic 
soda 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  130 
Dyes  Derived  from  Resorcinol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

1 

NITROSO  DYE 
Solid  Green  O 

[Dinitroso  Derivative] 

M 

11 

STILBENE  DYE 
Mikado  Orange 
Chloramine 
Orange  G 

1  ;14:—  26,010 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
M  '20:—  38,287 

p-Nitro-toluene-o-sul- 
fonic  Acid  (4  mols) 
[Resorcinol  as  reducing 
agent] 

D 

35 

MONOAZO  DYES 
Sudan  G 

I  '14:—       798 

Aniline 

88 

60 

Azo  Phosphine  GO 

I  '14:—         50 

ra-Amino-phenyl-tri- 
methyl-ammomum 
Chloride 

B 

75 

New  Phosphine  G 

I  '14:—       500 

Amino-benzyl- 
dimethyl-amine 

B 

510  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Resorcinol  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

143 

Chrysoine 

I  '14:—    6,252 

Sulfanilic  Acid 

A 

Tropaeoline 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

155 

Acid  Alizarin 

I  '20:—       201 

o-Amino-phenol-p- 

M 

Garnet  R 

M'20:—      ? 

sulfonic  Acid 

DISAZO  DYES 

211 

Resorcine  Brown 

I  '14:—  13,189 

m-Xylidine 

A 

M'17:—      ? 

Sulfanilic  Acid 

M'18:—      ? 

M'19:—      ? 

I  '20:—    2,484 

M'20:—      ? 

213 

Fast  Brown 

I  '14:—    3,206 

Naphthionic  Acid 

A 

M'17:—      ? 

(2  mols) 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

222 

Janus  Yellow  G 

I  '14:—    2,250 

ra-Nitro-aniline 

B 

I  '20:—       758 

w-Amino-phenyl-tri- 

methyl-ammonium 

Chloride 

317 

Pyramidol 

Benzidine 

D 

Brown  BG 

Resorcinol  (2  mols) 

374 

Congo  4R 

M'18:—      ? 

Tolidine 

D 

Congo  Red  4R 

Naphthionic  Acid 

376 

Pyramidol  Brown  T 

Tolidine 

D 

Resorcinol  (2  mols) 

TRISAZO  DYES 

435 

Janus  Brown  B 

p-Amino-benzyl- 

B 

diethyl-amine 

a-Naphthylamine 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Resorcinol  (continued) 


511 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYES 

(continued) 

437 

Isodiphenyl  Black  R 

p-Phenylene-diamine 

D 

(2  mols) 

Gamma  Acid 

461 

Coomassie  Union 

1  :  4-Naphthylene-dia- 

D 

Blacks 

mine-2-sulfonic  Acid 

Gamma  Acid 

Resorcinol  (2  mols) 

477 

Congo  Brown  G 

I  '14:—  52,141 

Benzidine 

D 

Naphthamine 

M'17:—      ? 

Sulfanilic  Acid 

Brown  4G 

M'18:—      ? 

Salicylic  Acid 

M'19:—      ? 

I  '20:—       443 

M  '20:—  229,489 

480 

Congo  Brown  R 

I  '14:—    3,045 

Benzidine 

D 

Laurent's  Acid 

Salicylic  Acid 

481 

Azo  Corinth 

Tolidine 

D 

Naphthionic  Acid 

3-Amino-phenol-4-sul- 

f  onic  Acid 

TETRAKISAZO  DYE 

489 

Hessian  Brown  BBN 

Benzidine 

D 

Sulfanilic  Acid  (2  mols) 

Resorcinol  (2  mols) 

XANTHONE  DYES 

573 

Rhodamine  B 

I  '14:—  59,354 

Phthalic  Anhydride 

B 

M'17:—      ? 

Resorcinol  (2  mols) 

M'18:—      ? 

[Phosphorus  penta- 

M'19:—      ? 

chloride;  diethyl- 

I  '20:—  24,709 

amine] 

M'20:—      ? 

578 

Rhodamine  12  GF 

Dimethylamino-hy- 

B 

droxy-b  e  n  z  o  y  1- 

benzoic  Acid 

[Formaldehyde; 

esterification] 

512 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Resorcinol  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

580 

XANTHONE  DYES 
(continued} 
Fast  Acid  Violet  B 

I  '14:—  20,688 
M'19:—      ? 
I  '20:—    2,907 

Phthalic  Anhydride 
Resorcinol  (2  mols) 
Aniline  or  p-io\- 
uidine  (2  mols) 
[PC15;  sulfonation] 

A 

582 

Fast  Acid  VioletA2R 

I  '14:—       875 
I  '20:—    2,679 
M'20:—      ? 

Phthalic  Anhydride 
Resorcinol  (2  mols) 
o-Toluidine  (2  mols) 
[PC15;  sulfonation] 

A 

583 

Acid  Rosamine  A 

I  '14:—         50 
I  '20:—       141 

Phthalic  Anhydride 
Resorcinol  (2  mols) 
Mesidine  (2  mols) 
[PC15;  Sulfonation] 

A 

584 

Fast  Acid  Blue  R 

I  '14:—    4,022 
I  '20:—       130 

3:  6-Dichloro-phthalic 
Acid 
Resorcinol  (2  mols) 
p-Phenetidine  (2  mols) 
[PC15;  Sulfonation] 

A 

585 

Uranine 
Fluoresceine 

I  '14:—    2,273 
M'17:—      ? 
M'19:—      ? 
I  '20:—         10 

Phthalic  Anhydride 
Resorcinol  (2  mols) 

A 

586 

Chrysoline 

I  '20:—    1,402 

Phthalic  Anhydride 
Resorcinol  (2  mols) 
Benzyl  Chloride 

A 

587 

Eosine 

I  '14:—  94,528 
M'17:—  68,496 
M  '18:—  161,153 
M'19:—  121,303 
I  '20:—       296 
M'20:—  85,489 

Phthalic  Anhydride 
Resorcinol  (2  mols) 
[Bromination] 
or 
[Fluoresceine 
brominated] 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Resorcinol  (continued) 


513 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

(continued) 

588 

Eosine  Spirit  Soluble 

Phthalic  anhydride 

88 

Methyl  Eosine 

Resorcinol  (2  mols) 

[Bromination,  methyla- 

tion] 

or 

[Eosine  methyl  ester] 

589 

Eosine  SP 

I  '14:—    2,315 

Phthalic  Anhydride 

88 

M'20:—      ? 

Resorcinol  (2  mols) 

[Bromination,   ethyla- 

tion] 

or 

Eosine  ethyl  ester] 

590 

Eosine  BN 

I  '14:—  20,143 

Phthalic  Anhydride 

A 

Acid  Eosine 

I  '20:—    1,132 

Resorcinol  (2  mols) 

M'20:—      ? 

[Bromination,  nitration 

or 

[Dibromo-fluoresceine 

dinitrated] 

591 

Erythrosine  G 

I  '14:—         99 

Phthalic  Anhydride 

A 

Resorcinol  (2  mols) 

[lodation] 

or 

[Fluoresceine  iodated] 

592 

Erythrosine  B 

I  '14:—    4,350 

Phthalic  Anhydride 

A 

M'17:—       505 

Resorcinol  (2  mols) 

M'18:—    1,636 

[lodation] 

M'19:—      ? 

or 

I  '20:—           9 

[Fluoresceine  iodated] 

M'20:—    6,874 

593 

Phloxine  P 

I  '14:—    2,244 

3  :  6-Dichloro-phthalic 

M'17:—      ? 

Acid 

M'18:—      ? 

Resorcinol  (2  mols) 

M'19:—      ? 

[Bromination] 

M'20:—      ? 

514  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Resorcinol  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

(continued) 

594 

Cyanosine  Spirit 

3  :  6-Dichloro-phthalic 

A 

Soluble 

Acid 

Resorcinol  (2  mols) 

[Bromination,  methyla- 

tion] 

or 

[Phloxine  methyl  ester] 

595 

Rose  Bengal 

I  '14:—    2,277 

3  :  6-Dichloro-phthalic 

A 

M'20:—      ? 

Acid 

Resorcinol  (2  mols) 

[lodation] 

596 

Phloxine 

I  '14:—    1,020 

Tetrachloro-phthalic 

A 

Acid 

Resorcinol  (2  mols) 

[Bromination] 

597 

Rose  Bengal  B 

I  '14:—    1,354 

Tetrachloro-phthalic 

A 

M'17:—      ? 

Acid 

M'18:—      ? 

Resorcinol  (2  mols) 

M'19:—      ? 

[lodation] 

598 

Cyanosine  B 

Tetrachloro-phthalic 

ss 

Acid 

Resorcinol  (2  mols) 

[Ethylation] 

or 

[Phloxine  ethylated] 

600 

Coeruleine  B 

M'19:—      ? 

Phthalic  Anhydride 

M 

M  '20:—      ? 

Resorcinol  (2  mols) 

[Dehydration] 

[Fluoresceine 

dehydrated] 

OXAZINE  DYES 

642 

Phenocyanine  TC 

I  '20:—    4,740 

Nitroso-dimethyl- 

M 

aniline 

Gallic  Acid 

or 

[Gallocyanine] 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Eesorcinol  (continued) 


515 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYES 

(continued) 

643 

Phenocyanine  T  V 

M  17  - 

Nitroso-dimethyl- 

M 

I  '20:—    1,543 

aniline 

Gallic  Acid 

[Sulfonation] 

or 

[Gallocyanine; 

Sulfonation] 

644 

Ultracyanine  B 

Nitroso-dimethyl- 

M 

aniline 

Gallic  Acid 

[Alkaline  Condensation] 

or 

[Gallocyanine  alkaline 

condensation      with 

resorcinol] 

647 

Nitroso  Blue  MR 

Nitroso-dimethyl- 

MF 

Resorcine  Blue 

aniline 

648 

Iris  Blue 

Nitroso-resorcinol 

A 

[Bromination] 

Resorcinol  Methyl  Ether 
Methyl-resorcinol 
m-Methoxy-phenol  (C.  A.  nomen.) 


IOCH3 

FORMATION. — From  resorcinol  by  methylation 
LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  9,  490 


516 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dye  Derived  from  Resorcinol  Methyl  Ether 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYE 

575 

Rhodine  12  GM 

Dimethylamino-hy- 

B 

droxy-b  e  n  z  o  y  1  - 

benzole  Acid 

• 

[Ethyl  esterification] 

Resorcinol-succinein 

3 : 6-Dihydroxy-9-zanthene-propionic   Acid;    7-Lactone    (C.    A 
nomen.) 


CH2   O 
CH2.CO 

FORMATION.— From  resorcinol  and  succinic  acid  (or  its  anhydride)  by 
Seating  together  at  about  200°  C. 

LITERATURE. — Cohen,  Theoretical  Organic  Chemistry  (1918  Ed.),  461 
Dye  Derived  from  Resorcinol-succinein 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYE 

570 

Rhodamine  S 

I  '14:—       600 

[Dimethyl-amine 

A 

I  '20:—       273 

2mols] 

a-Resorcylic  Acid  (C.  A.  nomen.) 
3:  5-Dihydroxy-benzoic  Acid 
m-Dihydroxy-benzoic  Acid 

COOH 

=  C7H6O4=154 


DYES  CLASSIFIED  BY  INTERMEDIATES  517 

FORMATION. — From  3:  5-disulfo-benzoic  acid  by  caustic  soda  fusion 

LITERATURE. — Lange,  Zwischenprodukte,  #881 

Ullmann,  Enzy.  tech.  Chemie,  2,  345 

Dye  Derived  from  a-Resorcylic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

771 

Resoflavine  W 

a-Resorcylic  Acid 

M 

(2  mols) 

[Oxidation] 

j3-Resorcylic  Acid  (C.  A.  nomen.) 
2 : 4-Dihydroxy-benzoic  Acid 


FORMATION. — By  heating  resorcinol  with  a  solution  of  potassium  bi- 
carbonate under  reflux 

LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  2,  345 

Bistrzycki  and  Kostanecki,  Ber.  18,  1984  (1885) 

Dye  Derived  from  0-Resorcylic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

49 

Prague  Alizarin 

w-Nitro-aniline 

M 

Yellow  G 

RG  Acid 

See,  l-Naphthol-3 :  6-disulfonic  Acid 


518  DYES  CLASSIFIED  BY  INTERMEDIATES 

Rho  Acid 

See,  Anthraquinone-1 :  5-disulfonic  Acid 

Rumpff  Acid 

See,  Croceine  Acid 

S  Acid 

See,  l-Amino-8-naphthol-4-sulfonic  Acid 

See,  1 :  8-Dihydroxy-naphthalene-4-sulfonic  Acid 

See,  l-Naphthylamine-8-sulfonic  Acid 

See,  l-Naphthylamine-4 :  8-disulf onic  Acid 

l-Naphthol-8-sulfonic  Acid  (not  considered  herein) 
1 :  8-Dihydroxy-naphthalene-2 : 4-disulf onic    Acid     (not 
considered  herein) 

1 :  7-Dihydroxy-naphthalene-6-carboxylic  Acid  (not  con- 
sidered herein) 

Note. — The  use  of  S  as  a  trivial  name  is  very  confusing  and  should  be 
avoided 

2S  Acid 

See,  l-Amino-8-naphthol-2: 4-disulf  onic  Acid 

Salicylic  Acid 
o-Hydroxy-benzoic  Acid 

COOH 

=  C7H603=:138 

Technical  U.  S.  P. 
Ibs.  Ibs. 

STATISTICS.— Manufactured  '17:—   960,339  2,495,285 

Manufactured  '18:— 1,395,630  3,270,462 

Manufactured  '  19 :— 3,467,055  2,619,726 

Manufactured  '20:— 3,914,163  2,663,494 

FORMATION. — Phenol  is  treated  with  caustic  soda,  dried  and  powdered; 
and  then  subjected  to  action  of  carbon  dioxide  under  pressure  and 
at  100-145° 


DYES  CLASSIFIED  BY  INTERMEDIATES 


519 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  149 

Lange,  Zwischenprodukte,  #145,  471-475,  479 

Dyes  Derived  from  Salicylic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

48 

Alizarin  Yellow  GG 

I  '14:—  144,761 

m-Nitro-aniline 

M 

M'17:— 

1,452,622 

M'18:— 

2,233,208 

M'19:—  163,170 

M  '20:—  211,580 

58 

Alizarin  Yellow  R 

I  '14:—  97,059 

p-Nitro-aniline 

M 

M  '17:—  215,468 

or 

M  '18:—  385,910 

Aniline  [with  nitration 

M  '19:—  130,424 

after  coupling] 

I  '20:—       860 

M'20:—  83,334 

— 

96 

Chrome  Fast 

I  '14:—       150 

o-Anisidine 

M 

Yellow  GG 

I  '20:—       500 

or 

m-Amino-p-cresol 

Methyl  Ether 

102 

Diamond  Flavine  G 

I  '14:—  23,089 

Benzidine 

M 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

103 

Dutch  Yellow 

Benzidine 

M 

[Sodium  sulfite] 

133 

Eriochrome 

I  '14:—    1,433 

p-Nitro-aniline-o- 

ACr 

Phosphine  R 

sulf  onic  Acid 

177 

Chrome  Yellow  D 

I  '14:—  129,651 

Broenner's  Acid 

M 

Mordant  Yellow  O 

M'17:—      ? 

M'18:—  32,011 

M'19:—      ? 

I  '20:—    1,389 

M'20:—      ? 

520  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Salicylic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

178 

MONOAZO  DYES 
(continued) 
Crumpsall  Yellow 

Amino-G  Acid 

A 

199 

Oriol  Yellow 
Cotton  Yellow  R 

I  '14:—  13,416 
I  '20:—       125 
M'20:—      ? 

D  ehydrothio-p-t  olui- 
dine-sulfonic  Acid 
or 
Primuline 

D 

204 

Diamond  Yellow  G 

m-  or  p-Amino-benzoic 
Acid 

M 

221 

DISAZO  DYES 
Anthracene  Acid 
Brown  G 

M'17:—      ? 
M'18:—      ? 
I  '20:—       225 

Sulfanilic  Acid 
p-Nitro-aniline 

ACr 

250 

Milling  Orange 

I  '14:—    4,370 

Amino-azo-benzene- 
sulfonic  Acid 

M 

291 

Azo  Alizarin 
Bordeaux  W 

p-Phenylene-diamine 
Nevile-Winther's  Acid 

M 

292 

Azo  Alizarin 
Black  I 

p-Phenylene-diamine 
Chromotropic  Acid 

M 

294 

Anthracene  Yellow  C 
Fast  Mordant 
Yellow 

I  '14:—    3,678 
I  '20:—       887 

Thio  -aniline 
Salicylic  Acid  (2  mols) 

A 
ACr 

296 

Cotton  Yellow  G 

I  '14:—  31,472 
I  ;20:—    4,651 

p-Amino-acetanilide 
(2  mols) 
Salicylic  Acid  (2  mols) 
Phosgene 

D 

305 

Hessian  Yellow 

Diamino-stilbene-disul- 
fonic  Acid 
Salicylic  Acid  (2  mols) 

D 

339 

Brilliant  Orange  G 

I  '14:—    6,321 
M'17:—      ? 

Benzidine 
3  -Amino-phenol-4- 
sulfonic  Acid 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 


521 


Dyes  Derived  from  Salicylic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

340 

DISAZO  DYES 

(continued) 
Benzo  Orange  R 

I  '14:—    1,073 
M'17:—      ? 
M'18:—  50,422 
M'19:—  42,807 
I  '20:—       220 
M'20:—  86,210 

Benzidine 
Naphthionic  Acid 

D 

340 

Chlorazol  Orange  2R 

1 

Benzidine 
2-Naphthylamine-7- 
sulf  onic  Acid 

D 

341 

Crumpsall  Direct 
Fast  Red  R 

M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
M'20:—      ? 

Benzidine 
RSalt 

D 

342 

Chrysamine  G 

I  '14:—       608 
M'17:—  26,061 
M'18:—  28,846 
M'19:—  54,279 
I  '20:—    9,810 
M'20:—  49,342 

Benzidine 
Salicylic  Acid 
(2  mols) 

D 

343 

Diamine  Fast 
RedF 

I  '14:—  50,479 
M'19:—  56,864 
I  '20:—    4,040 
M'20:—  115,865 

Benzidine 
Gamma  Acid 
[Acid  coupling] 

D 

344 

Diamine  Brown  M 

I  '14:—  65,396 
M'18:—      ? 
M'19:—  15,959 
M'20:—  257,872 

Benzidine 
Gamma  Acid 
[Alkaline  coupling] 

D 

345 

Oxamine  Maroon 

Benzidine 
l-Amino-5-naphthol-7- 
sulfonic  Acid 

D 

346 

Oxamine  Red 

I  '14:—  11,636 
I  '20:—       848 

Benzidine 
J  Acid 

D 

522  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Salicylic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

347 

DISAZO  DYES 
(continued) 
Diphenyl  Brown  RN 

Benzidine 
Methyl-gamma  Acid 

D 

348 

Diphenyl  Brown  BN 

I  '14:—  13,471 

Benzidine 
Dimethyl-gamma  Acid 

D 

349 

Diamine  Brown  B 

I  '20:—         24 

Benzidine 
Phenyl-gamma  Acid 

D 

350 

Alkali  Yellow  R 

Benzidine 
Dehydrothio-p-tolui- 
dine-sulfonic  Acid 

D 

355 

Anthracene  Red 

I  '14:—    3,873 
M'19:—      ? 
I  '20:—       104 
M'20:—      ? 

o-Nitro-benzidine 
Nevile-Winther's  Acid 

ACr 

393 

Diphenyl  Brown 
3GN 

M'20:—      ? 

Tolidine 
Dimethyl-gamma  Acid 

D 

394 

Chrysamine  R 

I  '14:—    6,261 
M'20:—      ? 

Tolidine 
Salicylic  Acid  (2  mols) 

D 

404 

Diamine  Yellow  N 

M'17:—      ? 
I  '20:—       313 

Ethoxy-benzidine 
rhenol 
[Ethylation] 

D 

444 

TRISAZO  DYES 
Crumpsall  Direct 
Fast  Brown  B 

Benzidine 
Aniline 
Gamma  Acid 

D 

445 

Crumpsall  Direct 
Fast  Brown  0 

Benzidine 
Aniline 
Phenyl-gamma  Acid 

D 

446 

Benzo  Olive 

I  '14:—    1,149 

Benzidine 
a-Naphthylamine 
HAcid 

D 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Salicylic  Acid  (continued) 


523 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

447 

TRISAZO  DYES 
(continued) 
Benzo  Gray  S 

I  '14:—       802 

Benzidine 
a-Naphthylamine 
Nevile-Winther's  Acid 

D 

448 

Diamine  Bronze  G 

I  '14:—    4,495 

Benzidine 
w-Phenylene-diamine 
HAcid 

D 

449 

Trisulfon 
Brown  B 

I  '14:—  16,781 
I  '20:—  38,616 

Benzidine 
w-Phenylene-diamine 
2R  Acid 

D 

454 

Trisulfon 
Brown  G 

I  '14:—    1,323 

Tolidine 
m-Phenylene-diamine 
2R  Acid 

D 

457 

Trisulfon 
Brown  GG 

I  '14:—    7,562 
I  '20:—  38,411 

Dianisidine 
m-Phenylene-diamine 
2R  Acid 

D 

465 

Columbia  Black 
Green  D 

Benzidine 
l-Amino-8-naphthol-4- 
sulf  onic  Acid 
Aniline 

D 

466 

Eboli  Green 

Benzidine 
Sulfanilic  Acid 
l-Amino-8-naphthol- 
3:  5-disulfonic  Acid 

D 

468 

Diphenyl  Green  3G 

Benzidine 
HAcid 
o-Chloro-p-nitro- 
aniline 

D 

475 

Diamine  Green  G 
Oxamine  Green  G 

I  '14:—    7,329 
M'17:—      ? 
M'18:—  29,118 
M  '19:—  136,638 
I  '20:—    1,332 
M'20:—  52,292 

Benzidine 
HAcid 
p-Nitro-aniline 

D 

524 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Salicylic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYES 

476 

(continued} 
Benzamine  Brown 
3GO 

I  '14:—  16,988 
M'17:—      ? 

Benzidine 
Sulfanilic  Acid 

D 

M'18:—      ? 
M'19:—      ? 

.  w-Phenylene-diamine 

M  '20:—  623,757 

477 

Congo  Brown  G 
Naphthamine 
Brown  4G 

I  '14:—  52,141 
M'17:—      ? 
M'18:—      ? 

Benzidine 
Sulfanilic  Acid 
Resorcinol 

D 

M'19:—      ? 

I  '20:—       443 

M  '20:—  229,489 

478 

Columbia  Green 

I  '14:—  45,162 
M'18:—      ? 

Benzidine 
Sulfanilic  Acid 

D 

I  '20:—    7,555 

l-Amino-8-naphthol-4- 
sulfonic  Acid 

480 

Congo  Brown  R 

I  '14:—    3,045 

Benzidine 
Laurent's  Acid 

D 

Resorcinol 

482 

Alizarin  Yellow  FS 

Aniline  and 

M 

o-Toluidine 

p-Toluidine 
Salicylic  Acid  (3  mols) 

or 

[Fuchsine  and 
Salicylic  Acid] 

TRIPHENYL-METHANE 

DYES 

510 

Azo  Green 

m-Amino-tetramethyl- 
p:  p'-diamino-tri- 
phenyl-methane 
or  from 
m-Nitro-benzaldehyde 
and  dimethyl-aniline 
(2  mols) 
[Oxidation] 

M 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Salicylic  Acid  (continued) 


525 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRI  PHEN  YL-METHANE 

DYES 

(continued) 

549 

Chrome  Violet 

I  '14:—         51 

Hydrol 

M 

[Oxidation] 

557 

Chrome  Violet 

I  '14:—       220 

Salicylic  Acid  (3  mols) 

M 

M'18:—      ? 

[Formaldehyde  and 

sulfuric  Acid] 

Schaeffer's  a  Acid 

l-Naphthol-2-sulfonic  Acid  (not  considered  herein) 

Schaeffer's  Acid* 

Schaeffer's  0  Acid 

2-Naphthol-6-sulfonic  Acid  (C.  A.  nomen.) 

/3-Naphthol-sulfonic  Acid  S 

/3-Naphthol-sulfonic  Acid  Schaeffer 

/3-Naphthol-a-sulfonic  Acid  of  Armstrong  and  Schultz 

/3-Naphthol-/3-sulfonic  Acid 


H03S 


OH 


STATISTICS.— Manufactured  '17:— 1,108,049  Ibs.2 
Manufactured  '18:—   169,383  Ibs. 
Manufactured '19:—   146,111  Ibs. 
Manufactured  '20:—  475,243  Ibs. 

FORMATION. — By  sulfonation  of  /3-naphthol,  and  separation  from  the 
Croceine  acid  formed  simultaneously    j 

1  Schaeffer's  Acid  is  very  occasionally  used  when  referring  to  l-Naphthol-2-sulfonic 
acid,  but  this  is  more  properly  known  as  Schaeffer's  a  acid. 

2  Includes  Croceine  Acid. 


526 


DYES  CLASSIFIED  BY  INTERMEDIATES 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  223 
Lange,  Zwischenprodukte,  #2430-2432 
Thorpe,  Die.  Chemistry,  3,  624 

Dyes  Derived  from  Schaeffer's  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

4 

Naphthol  Green 

1  '14:—  19,146 

[Nitroso-Derivative] 

A 

M'17:—  75,850 

M'18:—  22,465 

M'19:—  34,646 

I  '20:—       100 

M'20:—      ? 

37 

Ponceau  4GB 

I  '14:—  13,046 

Aniline 

A 

Croceine  Orange 

M'17:—      ? 

M  '18:—  30,824 

M'19:—  17,274 

M'20:—  96,573 

70 

Brilliant  Orange  0 

I  '14:—  21,480 

Toluidine 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

79 

Brilliant  Orange  R 

I  '14:—    4,204 

Xylidine 

A 

Xylidine  Orange  RR 

M'17:—      ? 

M'18:—  18,909 

M'19:—      ? 

M'20:—      ? 

111 

Fast  Red  BT 

M'17:—      ? 

a-Naphthylamine 

A 

M'18:—      ? 

M'19:-      ? 

123 

Emine  Red 

Isodehydro-thio-w- 

A 

xylidine 

166 

Fast  Red  E 

I  '14:—    2,473 

Naphthionic  Acid 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Schaeffer's  Acid  (continued) 


527 


Schultz 
Number 
JOT  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

196 

Titian  Red 

I  '14:—       886 

Dehydro-thio-p-tolui- 

D 

M'19:—      ? 

dine-sulfonic  Acid 

M'20:—      ? 

i 

197 

Thiazine  Red  G 

I  '14:—    4,861 

Primuline 

D 

M'18:—      ? 

. 

M'19:—  11,886 

M  '20:—  13,988 

201 

Pigment  Scarlet  G 

M  '17:—      ? 

Anthranilic  Acid 

CL 

M'18:—      ? 

M'19:—      ? 

DISAZO  DYES 

234 

Cloth  Red  G 

I  '14:—       554 

0-Amino-azo-toluene 

M 

237 

Bordeaux  BX 

Amino-azo-xylene 

A 

243 

Coomassie  Wool 

Acetyl-p-phenylene- 

A 

Black  R 

diamine 

a-Naphthylamine 

248 

Fast  Scarlet  B 

I  '14:—    1,755 

Amino-azo-benzene- 

A 

sulf  onic  Acid 

254 

Bordeaux  G 

Amino-azo-toluene- 

A 

sulf  onic  Acid 

273 

Diaminogene 

I  '14:—    8,308 

Aeetyl-1  :  4-naphthyl- 

D 

Blue  BB 

M'17:—      ? 

ene-diamine-6-sul- 

I  '20:—    5,936 

fonic  Acid 

a-Naphthylamine 

289 

Acid  Alizarin 

M'17:—      ? 

2:  6-Diamino-l-phenol- 

ACr 

Black  SN 

M'18:—      ? 

4-sulfonic  Acid 

Palatine  Chrome 

M'19:—      ? 

0-Naphthol 

Black  S 

293 

Milling  Red  G 

I  '14:—       699 

Thioaniline 

A 

I  '20:—       200 

Schaeffer's  Acid 

(2  mols) 

528  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Schaeffer's  Acid  (continued) 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

OXAZINE  DYE 

645 

Gallazine  A 

. 

Nitroso-dimeth  yl- 

M 

aniline 

Gallic  Acid 

[Oxidation] 

Schoellkopf's  Acid 

See,  l-Naphthol-4 :  8-disulf onic  Acid 

l-Naphthylamine-4 :  8-disulf  onic  Acid 
l-Naphthylamine-8-sulfonic  Acid 

Also  used  for  l-Naphthol-8-sulfonic  Acid,  which  is  not 
here  indexed,  but  the  intermediate  generally  referred  to 
is  that  one  listed  first  above 

Semi-naphthalidam 

1 :  5-Diamino-naphthalene  (not  considered  herein) 

Siver  Salt  (Sodium  derivative) 

See,  Anthraqumone-2-sulfonic  Acid 

SS  Acid  or  2S  Acid 

See,  l-Amirio-8-naphthol-2 : 4-disulf onic  Acid 

m-Sulfanilic  Acid 

See,  Metanilic  Acid 

Sulfanilic  Acid  (C.  A.  nomen. 
p-Amino-benzene-sUlfonic  acid 
Aniline-p-sulfonic  acid 
S03H 


NHS 


DYES  CLASSIFIED  BY  INTERMEDIATES 


529 


STATISTICS. — Imported  '14: —  4,477  Ibs. 
Manufactured  '17:— 1,184,412  Ibs. 
Manufactured  '18:— 1,247,478  Ibs. 
Manufactured  '19:— 1,023,861  Ibs. 
Manufactured  '20:— 1,796,838  Ibs. 

FORMATION. — From  aniline  by  heating  with  sulfuric  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  47 
Lange,  Zwischenprodukte,  #615-620 

Dyes  Derived  from  Sulfanilic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

PYRAZOLONE  DYES 

22 

Xylene  Yellow  3G 

I  '14:—  23,074 

l-(2:  5-Dichloro-4-sulfo- 

A 

I  '20:—  77,782 

phenyl)  -3-methyl-5- 

pyrazolone 

23 

Tartrazine 

I  '14:—  272,477 

p-Phenyl-hydrazine- 

A 

M'17:—      ? 

sulfonic  Acid 

M'18:—      ? 

M'19:—      ? 

I  '20:—  47,877 

M  '20:—  701,722 

MONOAZO  DYES 

138 

Helianthine 

I  '14:—       500 

Dimethyl-aniline 

A 

Methyl  Orange 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

139 

Orange  IV 

I  '14:—  19,020 

Diphenylamine 

A 

M'19:—      ? 

I  '20:—     608 

140 

Azoflavine  RS 

I  '14:—  39,869 

Diphenylamine 

A 

Curcumeine 

I  ;20:—    5,225 

[Nitration] 

141 

Azo  Yellow  3G 

I  '14:—  114,689 

Diphenylamine 

A 

M'17:—      ? 

[Strong  nitration] 

M'18:—      ? 

. 

M'19:—      ? 

I  '20:—    4,818 

M'20:—      ? 

530 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Sulfanilic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

142 

Brilliant  Yellow  S 

I  '14:—    9,934 

Diphenylamine 

A 

Curcumine 

[Sulfonation] 

143 

Chrysoine 

I  '14:—    6,252 

Resorcinol 

A 

Tropoeoline 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

144 

Orange  I 

I  '14:—    8,305 

a-Naphthol 

A 

M'17:—      ? 

M'18:—      ? 

M'19:—      ? 

I  '20:—    1,323 

M'20:—  14,684 

145 

Orange  II 

I1  14:—  128,877 

/3-Naphthol 

A 

M'17:—  712,586 

M'18:—  916,890 

M'19:— 

1,133,925 

I  '20:—    2,265 

- 

M'20:— 

1,850,341 

146 

Azo  Fuchsine  G 

I  '14:—  17,819 

1  :  8-Dihydroxy-naph- 

A 

I  '20:—    3,694 

thalene-4-sulfonic 

Acid 

147 

Azo  Fuchsine  6B 

I  '14:—  13,206 

1  :  8-Dihydroxy-naph- 

A 

M'17:—      ? 

thalene-4-sulfomc 

M'18:—      ? 

Acid 

[?  Classification] 

DISAZO  DYES 

211 

Resorcine  Brown 

I  '14:—  13,189 

w-Xylidine 

A 

M'17:—      ? 

Resorcinol 

M'18:—      ? 

M'19:—      ? 

I  '20:—    2,484 

M  '20:—      ? 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Sulfanilic  Acid  (continued) 


531 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

212 

MONOAZO  DYES 
(continued] 
Fast  Brown  G 
Acid  Brown  G 

I  '14:—  17,407 
I  '20:—       485 

a-Naphthol 
Sulfanilic  Acid  (2  mols) 

A 

220 

Palatine  Black  A 
Buffalo  Black  PY 

I  '14:—  299,274 
I  '20:—       200 

l-Amino-8-naphthol-4- 
sulfonic  Acid 
a-Naphthylamine 

A 

221 

Anthracene  Acid 
Brown  G 

M'17:—       ? 
M'18:—      ? 
I  '20:—       225 

p-Nitro-aniline 
Salicylic  Acid 

ACr 

259 

Ponceau  10  RB 

I  '14:—       201 

o-Anisidine 
Croceine  Acid 

A 

260 

Eriochrome 
Verdone  A 

I  '14:—       882 

w-Amino-p-cresol 
0-Naphthol 

ACr 

261 

Buffalo  Black  10B 

M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
M'20:—      ? 

a-Naphthylamine 
HAcid 

A 

262 

Victoria  Black  B 

I  '14:—       557 

a-Naphthylamine 
1  :  8-Dihydroxy-naph- 
thalene-4-sulfonic  Acid 

A 

466 

TRISAZO  DYES 
Eboli  Green 

Benzidine 
Salicylic  Acid 
l-Amino-8-naphthol- 
3  :  5-disulf  onic  Acid 

D 

476 

Benzamine  Brown 
3  GO 

I  '14:—  16,988 
M'17:—      ? 
M'18:—      ? 
M'19:—      ? 
M  '20:—  623,757 

Benzidine 
m-Phenylene-diamine 
Salicylic  Acid 

D 

532 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  Sulfanilic  Acid  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

477 

Congo  Brown  G 

I  '14:—  52,141 

Benzidine 

D 

Naphthamine  Brown 

M'17:—      ? 

Resorcinol 

4G 

M'18:—      ? 

Salicylic  Acid 

M'19:—      ? 

I  '20:—       443 

M  '20:—  229,489 

478 

Columbia  Green 

I  '14:—  45,162 

Benzidine 

D 

M'18:—      ? 

Salicylic  Acid 

I  '20:—    7,555 

l-Amino-8-naphthol-4- 

sulfonic  Acid 

TETRAKISAZO  DYES 

485 

Benzo  Brown  G 

I  '14:—  41,905 

m-Phenylene-diamine 

D 

M'17:—      ? 

(3  mols) 

M'18:—      ? 

Sulfanilic  Acid  (2  mols) 

M'19:—  83,506 

I  '20:—    2,286 

M  '20:—  109,648 

489 

Hessian  Brown  BBN 

Benzidine 

D 

Resorcinol  (2  mols) 

Sulfanilic  Acid  (2  mols) 

SULFUR  DYE 

738 

Cotton  Black 

l-Chloro-2:4-dinitro- 

S 

tenzene 

[S  plus  Na^S] 

jfr-Sulfo-anthranilic  Acid  (<7.  A.  nomen.) 
2-Amino-4-sulfo-benzoic  Acid 
o-Amino-p-sulfo-benzoic  Acid 


COOH 

0NHi  - 

S03H 


C7H7N06S  = 


DYES  CLASSIFIED  BY  INTERMEDIATES 


533 


FORMATION. — o-Nitro-toluene  is  sulphonated  with  oleum.  The  resulting 
o~nitro-toluene-p-sulfonic  acid  is  converted  into  the  sodium  salt 
and  heated  with  a  40  per  cent  caustic  soda  solution  at  90-95° 

LITERATURE. — Lange,  Zwischenprodukte,  #855 

Dye  Derived  from  ^-Sulfo-anthranilic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

28 

PYRAZOLONE  DYE 
Pigment  Fast 
Yellow  G 

M'19:—      ? 
I  '20:—       170 

3-Methyl-l-phenyl-5- 
pyrazolone 

CL 

Sulfo-naphthalic  Acid 

Naphthalene-1-sulfonic  Acid  (not  considered  herein) 

/3-Sulfonic  Acid 

See,  Anthraguinone-2-sulfonic  Acid 

l-(^-Sulfo-phenyl)-3-methyl-5-pyrazolone 

See,  3-Methyl-l-(p-sulfo-phenyl)-5-pyrazolone 


-phenyl) -5-pyrazolone-3-carboxylic  Acid 

Tartrazinogen-sulfonic  Acid 

5-Keto-l-(p-sulfo-phenyl)-3-A2-pyrazoline-carboxylic  Acid  (C.  A. 
nomen.) 


/N\OS°3H 

OC        N 
H2C C.COOH 


534 


DYES  CLASSIFIED  BY  INTERMEDIATES 


FORMATION. — By  condensation  of  phenyl-hydrazine-p-sulfonic  acid  and 
ethyl  oxalacetate 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  168 
Lange,  Zwischenprodukte,  #138 

Dye  Derived  from  l-(/>-Sulfo-phenyl)-5-pyrazolone-3-carboxylic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

20 

PYRAZOLONE  DYE 
Flavazine  S 

I  '14:—  81,375 
I  '20:—    1,500 

Aniline 

A 

Sulfo-m-tolylene-diamine-bis-(carbonyl-amino-naphthol-sul- 
f  onic  Acid) 

Sulfo-w-tolylene-diamine-dicarbonyl-dihydroxy-dinaphthylamine- 
disulfonic  Acid 

3 :  5-Bis [0-(5-hydroxy-7-sulf o-2-naphthyl) -carbamide ]-p-tolu  ene- 
sulfonic  Acid  (C.  A.  nomen.) 


CH3 
.  CO .  HNj//\NH .  CO . 


HO 


S03H 


— 732 


FORMATION. — ^By  condensation  of  tolylene-diamine-sulfonic  acid 
(CH3:NH2:NH2:S03H  =  1:2:6:4)  with  two  molecules  of  J  acid 
(2-amino-5-naphthol-7-sulfonic  acid),  by  means  of  phosgene 
(COC12) 

LITERATURE.— Ger.  Pat.  236,594,  Frdl.  10,  904 

Lange,  Zwischenprodukte,  #2912 


DYES  CLASSIFIED  BY  INTERMEDIATES  535 

Dyes  Derived  from  Sulfo-m-tolylene-diamine-bis-(carbonyl-amino- 

naphthol-sulf onic  Acid) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

280 

DISAZO  DYES 
Azidine  Fast 
Scarlet  GGS 

o-Toluidine  (2  mols) 

D 

281 

Azidine  Fast 
Scarlet  4BS 

o-Toluidine 
/3-Naphthylamine 

D 

282 

Azidine  Fast 
Scarlet  7BS 

/3-Naphthylamine 
(2  mols) 

D 

Tartrazinogen-sulfonic  Acid 

See,  l-(p-Sulfo-phenyl)-5-pyrazolone-3-carboxylic  Acid 

2:4:  6 : 8-Tetrabromo-l :  5-diamino-anthraquinone 


Br 


H2N 


X 


C 


Br 


Br 


FORMATION. — By  bromination  of  1 :  5-diamino-anthraquinone 

LITERATURE. — Scholl  and  Berblinger,  Ber.  37,  4180  (1904) 

Barnett,  Anthracene  and  Anthraquinone,  229 
Cf.  Lange,  Zwischenprodukte,  #3231,  3404,  3405 

Dye  Derived  from  2: 4: 6: 8-Tetrabromo-l:  5-diamino-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

861 

Anthraquinone 

I  '20:—       917 

Aniline  (2  mols) 

ACr 

Blue  SR 

[Sulfonation] 

536  DYES  CLASSIFIED  BY  INTERMEDIATES 

Tetrachloro-phthalic  Acid 


Cl 

Cl/NcOOH 
Gil     JCOOH 

Cl 


STATISTICS. — Imported  '14: — 1,102  Ibs. 

FORMATION. — Phthalic  anhydride  is  warmed  for  some  hours  at  200°  with 
6  parts  of  antimony  pentachloride,  and  chlorine  is  conducted 
through  the  molten  mass  for  from  8  to  12  hours 

LITERATURE. — Lange,  Zwischenprodukte,  #1184 

Dyes  Derived  from  Tetrachloro-phthalic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manujacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYES 

596 

Phloxine 

I  '14:—    1,020 

Resorcinol  (2  mote) 

A 

[Bromination] 

597 

Rose  Bengal  B 

I  '14:—    1,354 

Resorcinol  (2  mols) 

A 

M'17:—      ? 

[lodation] 

M'18:—      ? 

M'19:—      ? 

598 

Cyanosine  B 

Resorcinol  (2  mols) 

ss 

[Bromination; 

Ethylation] 

or 

[Phloxine  ethylated] 

p :  ^'-Tetraethyl-diamino-benzohydrol 

p :  p;-Tetraethyl-diamino-diphenyl-carbinol 

p:  p'-Bis(diethylamino)-&enzohydrol  (C.  A.  nomen.) 


(C2H5)2N 


H 

O 


H 


N(C2H5)2        =C2iH30N20  ==  326 


DYES  CLASSIFIED  BY  INTERMEDIATES 


537 


FORMATION. — Diethyl-aniline  is  condensed  with  formaldehyde  in  the 
presence  of  hydrochloric  acid  to  tetraethyl-diamino-diphenyl- 
methane.  This  body  is  now  oxidized  to  the  hydrol  with  lead 
peroxide 

LITERATURE. — Lange,  Zwischenprodukte,  #1354 

Dye  Derived  from  p:  ^'-Tetraethyl-diamino-benzohydrol 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

498 

DYE 
Turquoise  Blue 

I  '14:—    1,541 
I  '20:—    1,407 

p-Nitro-toluene 
[Oxidation] 

B 

p :  j&'-Tetraethyl-diamino-benzophenone 

p:  p'-Bis(diethylamino)-frenzophenone  (C.  A.  nomen.) 

(C2H5)2N/~"\— CO— /~"\N(CtHB)2        =  C2iH28N20  =  324 

FORMATION. — By  condensation  of  diethyl-aniline  (2  mols)  and  phosgene 
(carbonyl  chloride) 

LITERATURE. — Lange,  Zwischenprodukte,  #1382 

Dyes  Derived  from  p :  ^-Tetraethyl-diamino-benzophenone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYI^-METHANE 

DYES 

518 

Ethyl  Violet 

I  '14:—  51,933 

Diethyl-aniline 

B 

Ethyl  Purple 

532 

Alkali  Violet  6B 

I  '14:—    3,020 

Methyl-diphenyl- 

A 

amine 

[Sulfonation] 

DlPHENYL-NAPHTHYL- 

METHANE   DYE 

560 

Night  Blue 

I  '14:—       361 

p-Tolyl-a-naphthyl- 

B 

M'19:—      ? 

amine 

I  '20:—         11 

538  DYES  CLASSIFIED  BY  INTERMEDIATES 

p  :  ^'-Tetraethyl-diamino-diphenyl-carbinol 
See,  p:  p'-Tetraethyl-diamino-benzohydrol 

p  :  ^'-Tetraethyl-diamino-diphenyl-methane 

p:  p'-Methylene-bis-[JV  :  JV-diethyl-aniline]  (C.  A.  nomen.) 


=  C21H30N2  =  310 


FORMATION.  —  By  condensation  of  diethyl-aniline  with  formaldehyde 
in  the  presence  of  hydrochloric  acid 

LITERATURE.  —  Cf.  Cain,  Intermediate  Products  (2d  Ed.),  102 
Cf.  Lange,  Zwischenprodukte,  #1301 

Dye  Derived  from  p  :  y-Tetraethyl-diamino-diphenyl-methane 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

518 

Ethyl  Violet 

I  '14:—  51,933 

Diethyl-aniline 

B 

Ethyl  Purple 

1:3:5: 7-Tetrahydroxy-anthraquinone 
See,  Anthrachrysofle 

Tetramethyl-diamino-benzohydrol 
See,  Hydrol 

p :  ^'-Tetramethyl-diamino-benzohydrol-sulf  onic  Acid 

5-Dimethylamino-a-(p-dunethylamino-phenyl)-a-hydroxy-o-tolu- 
ene-sulfonic  Acid  (C.  A.  nomen.) 


H 


S03H 


—  Ci7H22N204S  =  350 


DYES  CLASSIFIED  BY  INTERMEDIATES 


539 


FORMATION. — Tetramethyl-diamino-diphenyl-methane  (from  condensa- 
tion of  dimethyl-aniline  and  formaldehyde)  is  dissolved  in  mono- 
hydrate  and  sulfonated  with  25  per  cent  oleum  at  110°.  This 
methane-sulfonic  acid  is  now  oxidized  with  lead  peroxide  to  the 
hydrol  derivative 

LITERATURE.— Ger.  Pat.  88085;  Frdl.  4,  219 

Cain,  Intermediate  Products  (2d  Ed.),  102 

Lange,  Zwischenprodukte,  #1312 

Georgievics  and  Grandmougin,  Dye  Chemistry,  208 

Dye  Derived  from  Tetramethyl-diamino-benzohydrol-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

531 

Eriocyanine  A 

I  '14:—  25,001 
I  '20:—    8,223 
M'20:—      ? 

Dibenzyl-aniline-sul- 
fonic  [or  disulf  onic] 
Acid 

A 

[Oxidation] 

Tetramethyl-diamino-benzophenone 

See,  Ketone 

p  :  ^'-Tetramethyl-diamino-diphenyl-methane 

p:  p'-Methylene-bis-[JV:  JV-dimethyl-aniline]  (C.  A.  nomen.) 


=  254 


STATISTICS.  —  Manufactured  '20:  —      ? 

FORMATION.  —  From   dimethyl-aniline    (2   mols)    by   condensing   with 
formaldehyde  in  the  presence  of  hydrochloric  acid 

LITERATURE.  —  Cain,  Intermediate  Products  (2d  Ed.),  102 
Lange,  Zwischenprodukte,  #1301 


540 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  p :  />'-Tetramethyl-diamino-diphenyl-methane 


Schvltz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

AURAMINES 

493 

Auramine 

I  '14:—  449,276 

[Sulfur  and  ammonia] 

B 

M'17:—      ? 

M'18:—  45,634 

/ 

M  '19:—  127,567 

I  '20:—  74,414 

M'20:—      ? 

ACRIDINE  DYE 

603 

Acridine  Orange  NO 

I  '14:—    2,336 

[Dinitration,  Reduc- 

B 

I  '20:—    1,925 

tion] 

[Ammonia  Removal, 

Oxidation] 

p  :  ^'-Tetramethyl  -diamino-diphenylmethane-sulf  onic  Acid 
6-(p-Dimethylamino-benzyl)-N:  JV-dimethyl-wetanilic  Acid  (C.A 


nomen.) 


H03S 


=  Ci7H22N203S  =  334 


FORMATION.  —  By  sulfonation  of  tetramethyl-diamino-diphenylmethane; 
or  by  condensation  of  dimethyl-metanilic  acid  and  dimethyl-aniline 
with  formaldehyde 

LITERATURE.  —  Lange,  Zwischenprodukte,  #1312 

Cain,  Intermediate  Products  (2d  Ed.),  102 
Georgievics  and  Grandmougin,  Dye  Chemistry,  208 

USES.  —  For  preparation  of  p:  p'-tetramethyl-diamino-benzohydrol-sul- 
fonic  acid 


N':  N':N": tf"-Tetramethyl-m :  p' :  />"-methenyl-trisaniline  (C.A. 
nomen.) 

See,  w-Amino-tetramethyl-p':  p^-diamino-triphenyl-methane 


DYES  CLASSIFIED  BY  INTERMEDIATES  541 

a-Tetranitro-naphthalene 

From  1 : 5-Dinitro-naphthalene 

/3-Tetranitro-naphthalene 

1:3:6:  8-Tetranitro-naphthalene  (not  considered  herein) 

7-Tetranitro-naphthalene 

1:3:5:  8-Tetranitro-naphthalene  (not  considered  herein) 

6 -Tetranitro -naphthalene 

1:2:5:  8-Tetramtro-naphthalene  (not  considered  herein) 

Thioaniline 

p:  p'-Thio-bisaniline  (C.  A.  nomen.) 

p:  p'-Diamino-diphenyl-sulfide 


H2N 


NIL 


FORMATION. — From  aniline  by  heating  with  sulfur  in  presence  of  lead 
oxide 

LITERATURE. — Meyer-Jacobson,  Organische  Chemie  (1902),  II,  1,  476 
Dyes  Derived  from  Thioaniline 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

293 

DISAZO  DYES 
Milling  Red  G 

I  '14:—       699 
I  '20:—       200 

Schaeffer's  Acid 
(2  mols) 

A 

294 

Anthracene  Yellow  C 
Fast  Mordant 
Yellow 

I  '14:—    3,678 
I  '20:—       887 

Salicylic  Acid  (2  mols) 

A 
ACr 

p:  y-Thio-bisaniline  (C.  A.  nomen.) 
See,  Thioaniline 


542 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Thio-carbanilide  (C.  A.  nomen.) 
Diphenyl-thiourea 


NH.CS.NH 


STATISTICS. — Manufactured  '17: —      ? 

Manufactured  '18:— 1,326,236  Ibs. 
Manufactured  '19:— 2,268,375  Ibs. 
Manufactured  '20:— 2,226,807  Ibs. 

FORMATION. — From  aniline  by  action  of  carbon  disulfide 
LITERATURE. — Ullmann,  Enzy.  tech.  Chemie,  6,  304 
Dyes  Derived  from  Thio-carbanilide 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

874 

Indigo 

I  '14:— 

Thio-carbanilide 

V 

8,507,359 

(2  mols) 

M  '17:—  274,771 

[KCN,  etc.] 

M  '18:— 

3,083,888 

M'19:— 

8,863,824 

I  '20:—  520,347 

M'20:— 

18,178,231 

876 

Indigo  MLB 

Thio-carbanilide 

V 

Indigo  White 

(2  mols) 

[KCN,  etc.;  Reduction] 

or 

[Indigo  Reduced] 

877 

Indigotine 

I  '14:—  19,329 

Thio-carbanilide 

A 

M'17:— 

(2  mols),  etc. 

1,876,787 

or 

M'18:— 

[Indigo  Sulf  onated] 

1,434,703 

M'19:— 

1,699,670 

I  '20:—    5,512 

M'20:— 

1,395,000 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Thio-carbanilide  (continued) 


543 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

878 

INDIGO  GROUP  DYES 
(continued) 
Indigotine  P 

Thio-carbanilide 
(2  mols),  etc. 
or 
[Indigo  Sulfonated] 

A 

879 

Brom  Indigo 
Rath  jen 

I  '14:—  53,610 
M'20:—      ? 

Thio-carbanilide 
(2  mols),  etc. 
or 
[Indigo  Brominated] 

V 

880 

Helindone  Blue  BB 
Indigo  RB 

I  '14:—    6,856 
M'17:—  14,100 
I  '20:—    3,691 
M'20:—      ? 

Thio-carbanilide 
(2  mols),  etc. 
or 
[Indigo,  Brominated] 

V 

881 

Dianthrene  Blue  2B 
Bromo  Indigo  FB 
Ciba  Blue  2B 

I  '14:—  16,880 
M'19:—      ? 
I  '20:—  35,857 

Thio-carbanilide 
(2  mols),  etc. 
or 
[Indigo,  Brominated] 

V 

882 

Indigo  MLB/5B 
Ciba  Blue  G 

I  '14:—    1,356 
I  '20:—    1,008 

Thio-carbanilide 
(2  mols),  etc. 
or 
[Indigo,  Brominated] 

V 

883 

Indigo  MLB/6B 
Indigo  KG 

I  '14:—    3,191 
I  '20:—    4,130 
M'20:—      ? 

Thio-carbanilide 
(2  mols),  etc. 
or 
[Indigo,  Brominated] 

V 

884 

Brilliant  Indigo 
BASF/2B 

I  '14:—    4,518 

Thio-carbanilide 
(2  mols),  etc. 
or 
[Indigo,  Chlorinated 
Brominated] 

V 

885 

Brilliant  Indigo 
BASF/B 

I  '14:—    8,175 
I  '20:—    3,503 

Thio-carbanilide 
(2  mols),  etc. 
or 
[Indigo  Chlorinated] 

V 

544  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  Thio-carbanilide  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli 
cation 
Class 

INDIGO  GROUP  DYES 

(continued} 

886 

Brilliant  Indigo 

I  '14:—  12,057 

Thio-carbanilide 

V 

BASF/G 

(2  mols),  etc. 

or 

[Indigo  Chlorinated, 

Brominated] 

889 

Indigo  Yellow  3G 

Thio-carbanilide 

V 

(2  mols),  etc. 

Benzoyl  Chloride 

or 

[Indigo,  Benzoyl 
^Chloride] 

890 

Ciba  Yellow  G 

I  14:—         48 

Thio-carbanilide 

V 

(2  mols),  etc. 

Benzoyl  Chloride 

-   •  v  ' 

[Bromination] 

or 

[Indigo  Yellow  3G, 

Brominated] 

Thio-indoxyl 

See,  2-Hydroxy-thionaphthene 

Thio-indoxyl-carboxylic  Acid 

See,  2-Hydroxy-thionaphthene-l-carboxylic  Acid 

o-Thiol-benzoic  Acid 

See,  Thio-salicylic  Acid 

Thio-salicylic  Acid 

o-Mercapto-6enzoic  Acid  (C.  A.  nomen.) 
o-Thiol-benzoic  Acid 
Thiophenol-o-carboxylic  Acid 
COOH 


DYES  CLASSIFIED  BY  INTERMEDIATES 


545 


FORMATION. — (1)  From  o-chloro-benzoic  acid  by  reaction  with  potas- 
sium hydrogen  sulfide.  (2)  From  anthranilic  acid  by  diazotizing 
and  then  running  into  a  solution  of  sodium  polysulfide  and  sodium 
hydroxide 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  151 
Lange,  Zwischenprodukte,  #507-510 

Dyes  Derived  from  Thio-salicylic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

INDIGO  GROUP  DYES 

912 

Thio  Indigo  Red  B 

I  '14:—    1,102 

Thio-salicylic  Acid 

V 

I  '20:—       275 

(2  mols) 

[Chloro-acetic  Acid 

2  mols;  etc.] 

919 

Ciba  Bordeaux  B 

I  '14:—       899 

Thio-salicylic  Acid 

V 

I  '20:—    1,786 

(2  mols) 

[Chloro-acetic  Acid 

2  mols;  etc.;  Bromi- 

nation] 

or 

[Thio  Indigo  Red, 

brominated] 

Tobias  Acid 

See,  2-Naphthylamine-l-sulfonic  Acid 
Also  applied  to,  2-Naphthol-l-sulfonic  Acid 

Tolidine 

See,  o-Tolidine 

o-Tolidine  (C.  A.  nomen.) 
Tolidine 


H3C 


H2N 


CH3 
NH2 


546 


DYES  CLASSIFIED  BY  INTERMEDIATES 


STATISTICS. — Imported          '14: —    5,874  Ibs. 
Manufactured  '17: —      ? 
Manufactured '18:—      ? 
Manufactured  '19:— 143,012  Ibs. 
Manufactured  '20:— 375,905  Ibs. 

FORMATION. — From  o-nitro-toluene  by  reduction  with  zinc  dust  and 
hydrochloric  acid,  and  conversion  of  the  hydrazo-toluene  into 
tolidine  by  boiling  with  hydrochloric  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  95 
Lange,  Zwischenprodukte,  #1204,  1216 

Dyes  Derived  from  o-Tolidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

338 

Naphthamine 

I  '14:—  11,707 

K  Acid  (2  mols) 

D 

Blue  3B 

I  '20:—       400 

362 

Toluylene  Orange  R 

I  '14:—  25,908 

4:  6-Diamino-w-tolu- 

D 

Oxy  Diamine  Orange 

M'19:—      ? 

ene-sulfonic  Acid 

I  '20:—    1,653 

(2  mols) 

363 

Benzopurpurin  4B 

I  '14:—  351,712 

Naphthionic  Acid 

D 

M'17:—      ? 

(2  mols) 

M  '18:—  356,522 

M  '19:—  288,021 

I  '20:—    3,492 

M  '20:—  617,629 

364 

Benzo  Purpurin  6B 

I  '14:—    9,171 

Laurent's  Acid  (2  mols) 

D 

I  '20:—    4,743 

365 

Benzopurpurin  B 

I  '14:—  21,090 

Broenner's  Acid 

D 

M'17:—      ? 

(2  mols) 

M'18:—      ? 

M'19:—      ? 

366 

Diamine  Red  B 

I  '14:—  21,058 

2-Naphthylamine-7- 

D 

Deltapurpurin  5B 

M'17:—      ? 

sulfonic  Acid 

M'18:—      ? 

Broenner's  Acid 

I  '20:—    1,896 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  o-Tolidine  (continued} 


547 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

367 

(continued) 
Diamine  Red  3B 
Deltapurpurin  7B 

2-Naphthylamine-7- 
sulfonic  Acid  (2  mols) 

D 

368 

Brilliant  Purpurin 
4B 

T  14:—    6,634 

Naphthionic  Acid 
Broenner's  Acid 

D 

369 

^Brilliant  Purpurin  R 

I  '14:—    8,051 

Amino-R  Acid 
Naphthionic  Acid 

D 

370 

Brilliant  Congo  R 

I  '14:—  19,133 
I  '20:—  11,129 

Amino-R  Acid 
Broenner's  Acid 

D 

371 

Rosazurine  G 

Ethyl-2-naphthyl- 
amine-7-sulf  onic  Acid 

D 

2-Naphthylamine-7- 
sulfonic  Acid 

372 

Rosazurine  B 

Ethyl-2-naphthylamine- 
7-sulfonic  Acid 

D 

(2  mols) 

373 

Congo  Orange  R 

I  14:—    7,027 
I  '20:—       254 

Amino-R  Acid 
Phenol 

D 

[Ethylation] 

374 

Congo  4R 
Congo  Red  4R 

M'18:—      ? 

Naphthionic  Acid 
Resorcinol 

D 

375 

Congo  Corinth  B 

I  '14:—    2,196 
M'19:—      ? 

Naphthionic  Acid 
Nevile-Winther's  Acid 

D 

376 

Pyramidol  Brown  T 

Resorcinol  (2  mols) 

D 

377 

Azo  Blue 

I  '14:—       198 

Nevile-Winther's  Acid 

D 

M'19:—      ? 
M'20:—      ? 

(2  mols) 

378 

Trisulfon  Blue  R 

I  '14:—       911 
M'19:—      ? 

l-Naphthol-3:6:8- 
trisulfonic  Acid 

D 

M'20:—      ? 

/3-Naphthol 

548  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  o-Tolidine  (continued) 


Schultz 
Number 
Jar  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

(continued) 

379 

Dianil  Blue  2R 

I  '14:—  14,434 

Chromotropic  Acid 

D 

Benzo  New  Blue  2B 

Nevile-Winther's  Acid 

380 

Dianil  Blue  B 

Chromotropic  Acid 

D 

(2  mols) 

381 

Azo  Black  Blue  B,  R 

HAcid 

D 

m-Hydroxy-diphenyl- 

amine 

382 

Azo  Mauve  B 

M'17:—      ? 

HAcid 

D 

M'20:—      ? 

a-Naphthylamine 

383 

Naphthazurine  B 

I  '14:—    4,782 

HAcid 

D 

/3-Naphthylamine 

384 

Chicago  Blue  2R 

I  '14:—  23,877 

Croceine  Acid 

D 

Diamine  Blue  C2R 

l-Amino-8-naphthol-4- 

sulfonic  Acid 

385 

Oxamine  Blue  4R 

I  '14:—       573 

JAcid 

D 

M'20:—      ? 

Nevile-Winther's  Acid 

386 

Diamine  Blue  BX 

I  '14:—    1,740 

Nevile-Winther's  Acid 

D 

Benzo  Blue  BX 

M'17:—      ? 

HAcid 

M'18:—      ? 

M'19:—  92,214 

I  '20:—    4,520 

M'20:—  90,147 

387 

Columbia  Blue  G 

I  '14:—    7,094 

l-Naphthol-3:8- 

D 

disulfonic  Acid 

l-Amino-8-naphthol-4- 

sulf  onic  Acid 

388 

Chicago  Blue  R 

l-Amino-8-naphthol-4- 

D 

sulf  onic  Acid  (2  mols 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  o-Tolidine  (continued) 


549 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

389 

DISAZO  DYES 
(continued) 
Eboli  Blue  B 

l-Amino-8-naphthol- 
3  :  5-disulf  onic  Acid 
(2  mols) 

D 

390 

Benzo  Cyanine  B 

I  '14:—       201 

HAcid 
l-Amino-8-naphthol-4- 
sulfonic  Acid 

D 

391 

Diamine  Blue  3B 
Benzo  Blue  3B 

I  '14:—    1,365 
M'17:—  14,533 
M'18:—  99,645 
M  '19:—  182,946 
I  '20:—    1,120 
M  '20:—  136,891 

H  Acid  (2  mols) 

D 

392 

Toluylene  Orange  G 

I  '14:—  67,022 
M'18:—      ? 
M'19:—      ? 
I  '20:—       273 
M'20:—      ? 

4:  6-Diamino-77i-tolu- 
ene-sulf  onic  Acid 
o-Cresotic  Acid 

D 

393 

Diphenyl  Brown 
3GN 

M'20:—      ? 

Salicylic  Acid 
Dimethyl-gamma  Acid 

D 

394 
395 

Chrysamine  R 
Cresotine  Yellow  R 

I  '14:—    6,261 
M'20:—      ? 

Salicylic  Acid  (2  mols) 

o-Cresotic  Acid 
(2  mols) 

D 
D 

396 

Indazurine  RM 

1  :  7-Dihydroxy-2-naph- 
thoic-4-sulfonic  Acid 
Nevile-Winther's  Acid 

D 

397 

Direct  Blue  R 

M'17:—      ? 

1  :  7-Dihydroxy-6-naph- 
thoic-3-sulfonic  Acid 
Nevile-Winther's  Acid 

D 

398 

Direct  Gray  B 

1  :  7-Dihydroxy-6-naph- 
thoic-3-sulfonic  Acid 
(2  mols) 

D 

550  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  o-Tolidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

399 

DISAZO  DYES 
(continued) 
Indazurine  GS 

1  :  7-Dihydroxy-2-naph- 
thoic-4-sulfonic  Acid 
Gamma  Acid 

D 

450 

TRISAZO  DYES 
Benzo  Black  Blue  R 

a-Naphthylamine 
Nevile-Winther's  Acid 
(2  mols) 

D 

451 

Congo  Fast  Blue  R 

I  '14:—    4,449 
M'19:—      ? 
I  '20:—       723 

a-Naphthylamine 
l-Naphthol-3:8-disul- 
fonic  Acid  (2  mols) 

D 

452 

Benzo  Indigo  Blue 

a-Naphthylamine 
1  :  8-Dihydroxy-naph- 
thalene-4-sulfonic 
Acid  (2  mols) 

D 

453 

Columbia  Black  R 

I  '14:—    1,307 

2  R  Acid 
m-Tolylene-diamine 
(2  mols) 

D 

454 

Trisulfon  Brown  G 

I  '14:—    1,323 

2  R  Acid 
Salicylic  Acid 
m-Phenylene-diamine 

D 

481 

Azo  Corinth 

Naphthionic  Acid 
Resorcinol 
3-Amino-l-phenol-4- 
sulfonic  Acid 

D 

o-Tolidine-disulfonic  Acid 

2:  2/-Diamino-5:  S'-bi-m-toluene-sulfonic  Acid  (C.  A.  nomen.) 

H3C  CH3 

I2N<^^-<(^\NH2         ==  C14H16N206S2  =  372 
HO3S   '  SO3H 


DYES  CLASSIFIED  BY  INTERMEDIATES 


551 


FORMATION. — From  tolidine  sulfate  by  heating  with  2  parts  of  sulfuric 
acid  at  210°  from  36  to  48  hours 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  96 
Lange,  Zwischenprodukte,  #1269-1271 

Dye  Derived  from  o-Tolidine-disulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

400 

Milling  Scarlet  4R 

I  '14:—  18,330 

0-Naphthol  (2  mols) 

A 

Acid  Anthracene 

I  '20:—    2,336 

RedSB 

/>-Toluene-sulfochloride 

See,  p-Toluene-sulfonyl  Chloride  (C.  A.  nomen.) 

/>-Toluene-sulfonyl  Chloride  (C.  A.  nomen.) 
p-Toluene-sulfochloride 

S02C1 

—  07x1701020  — 190.5 
CH3 

STATISTICS. — Imports  '14: — small  amount 

Manufactured  '  17 :—      ? 
Manufactured  '  18 :—      ? 
Manufactured  '19:— 58,932  Ibs. 
Manufactured  '20:—      ? 

FORMATION. — Toluene  is  sulfonated  with  oleum  giving  a  mixture  of 
o-  and  p-toluene-sulfonic  acids,  which  are  converted  to  sodium 
salts  and  dried,  and  then  treated  with  PCl3-fCl,  resulting  in  o-  and 
p-toluene-sulfonyl  chlorides.  The  POC13  formed  is  first  distilled 
off  and  then  the  mass  cooled,  whereupon  the  p-toluene-sulfonyl 
chloride  crystallizes  out 

LITERATURE. — Thorpe,  Die.  Chemistry,  4,  606 
Biel.,  II,  132 


552  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dye  Derived  from  />-Toluene-sulfonyl  Chloride 


Schuitz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

182 

Fast  Sulfon  Violet 

I  '14:—    4,871 

HAcid 

A 

Brilliant  Sulfon 

I  '20:—    4,740 

Aniline 

RedB 

Toluidines,  mixed 
Mixed  Toluidines 


NH2 

CH3   and 


Q 


NIL 


STATISTICS.— Imported  '14:—  108,835  Ibs. 
Manufactured  '17:— 1,366,321  Ibs. 
Manufactured  '18:—  308,667  Ibs. 
Manufactured  '19:—  806,210  Ibs. 
Manufactured  '20:— 1,145,361  Ibs. 

FORMATION. — Toluene  is  nitrated  using  mixed  acid,  and  the  mixture  of 
o-  and  p-nitro-toluenes  is  reduced  with  iron  and  hydrochloric  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  57 
Lange,  Zwischenprodukte,  #234-240 

Dyes  Derived  from  Toluidines,  mixed 


Schuitz 
Number 
for  Dye 

Ordinary  Name  artid 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

PYRAZOLONE  DYE 

21 

Pigment  Chrome 

3-Methyl-l-phenyl-5- 

CL 

Yellow  L 

pyrazolone 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Toluidines,  mixed  (continued) 


553 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

70 

Brilliant  Orange  0 

I  '14:—  21,480 
M'17:—      ? 

Schaeffer's  Acid 

A 

M'18:—      ? 

M'19:—      ? 

M'20:—      ? 

71 

Azo  Fuchsine  B 

1  :  8-Dihydroxy-naph- 
thalene-4-sulf  onic  Acid 

A 

AZINE  DYE 

688 

Rosolane 

I  '14:—       796 

Aniline 

B 

Mauve 

I  '20:—           3 

Toluidines  (3  mols) 

m-Toluidine 

Note. — C.  A.  numbering  begins  with  NHZ)  while  German  and  English 
numbering  generally  start  from  CHZ 

NH2 


>CH3 

STATISTICS. — Imported  '14: — 945  Ibs. 

Manufactured  '20: —      ? 

FORMATION. — w-Nitro-benzaldehyde  is  chlorinated  to  w-nitro-benzyli- 
dine  chloride  (CeH^ .  N(>2 .  CHCy,  which  by  reduction  with  zinc 
at  low  temperatures,  forms  m-toluidine 
LITERATURE.— Ber.  13,  677;  15,  2011;  18,  3398 
Dyes  Derived  from  m-Toluidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Vsed  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

240 

Janus  Red  B 

I  '14:—       250 

w-Amino-phenyl-tri- 

B 

I  '20:—       176 

methyl-ammonium 

Chloride 

• 

/3-Naphthol 

554  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  m-Toluidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRISAZO  DYE 

435 

Janus  Brown  B 

w-Amino-phenyl-tri- 

B 

methy  1-ammoniu  m 

Chloride 

Aniline 

m-Phenylene-diamine 

o-Toluidine 

Note. — C.  A.  numbering  begins  with  NH2)  while  German  and  English 
numbering  generally  starts  from  GHz 


STATISTICS.— Imported  '14:—  656,320  Ibs. 
Manufactured  '17:—  336,985  Ibs. 
Manufactured  '18:—  638,874  Ibs. 
Manufactured  '19:— 1,002,982  Ibs. 
Manufactured  '20:— 1,302,097  Ibs. 

FORMATION. — Toluene  is  nitrated  to  a  mixture  of  o-  and  p-nitro-toluenes, 
which  are  separated.  The  o-nitro-toluene  is  reduced  with  iron 
and  hydrochloric  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  57 
Lange,  Zwischenprodukte,  #234-240 

Dyes  Derived  from  o-Toluidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

68 

Spirit  Yellow  R 

M'19:—      ? 

o-Toluidine  (2  mols) 

ss 

M'20:—      ? 

69 

Chrysoidine  R 

m^Tolylene-diamine 

B 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  o-Toluidine  (continued) 


555 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

124 

Diazine  Green  S 

I  '14:—    1,340 

p-Tolylene-diamine 

B 

Aniline  or 

2d  mol  o-Toluidine 

[Preceding  used  as 

Safranine] 

with 

Dimethyl-aniline 

125 

Diazine  Black 

I  '14:—    2,630 

p-Tolylene-diamine 

B 

I  '20:—       701 

Aniline  or 

2d  mol  o-Toluidine 

[Preceding  used  as 

Safranine] 

with 

Phenol 

126 

Indoine  Blue  R 

I  '14:—  15,353 

p-Tolylene-diamine 

B 

Union  Blue  R 

M'17:—      ? 

Aniline  or 

M'18:—      ? 

2d  mol  o-Toluidine 

[Preceding  used  as 

Safranine] 

with 

. 

/3-Naphthol 

127 

Methyl  Indoine  B 

M'17:—      ? 

p-Tolylene-diamine 

B 

Aniline  or 

2d  mol  o-Toluidine 

[Preceding  used  as 

Safranine] 

with 

'  '  Amino-naphthols  '  ' 

128 

Janus  Gray  B 

p-Tolylene-diamine 

B 

Aniline  or 

2d  mol  o-Toluidine 

[Preceding  used  as 

Safranine] 

[Other  intermediate 

unknown] 

556 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  o-Toluidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYES 

280 

Azidine  Fast 

o-Toluidine  (2  mols) 

D 

Scarlet  GGS 

Sulfo-m-tolylene-dia- 

mine-bis(carbonyl- 

amino-naphthol-sul- 

fonic  Acid) 

281 

Azidine  Fast 

/3-Naphthylamine 

D 

Scarlet  4BS 

Sulfo-m-tolylene-dia- 

mine-bis(carbonyl- 

amino-naphthol-sul- 

fonic  acid) 

TEISAZO  DYE 

482 

Alizarin  Yellow 

Aniline  and 

M 

FS 

p-Toluidine  [as 

Fuchsine] 

Salicylic  Acid  (3  mols) 

TRIPHENYL-METHANE 

DYES 

512 

Magenta 

I  '14:—  87,102 

Aniline 

B 

Fuchsine 

M'17:—  17,739 

p-Toluidine 

M  '18:—  71,675 

[Arsenic  Acid  or 

M'  19:—  155,830 

Nitro-benzene] 

I  '20:—       189 

M  '20:—  284,285 

• 

513 

New  Fuchsine  O 

I  '14:—       300 

Anhydro-formalde- 

B 

M'18:—      ? 

hyde-o-toluidine  or 

M'19:—      ? 

Diamino-o-ditolyl- 

M  '20:—      ? 

methane 

[o-Nitro-toluene,  etc.] 

514 

Red  Violet  5R 

I  '14:—       331 

Aniline 

B 

I  '20:—       750 

p-Toluidine 

[Nitro-benzene,  etc.,  or 

Arsenic  Acid] 

[Methylation  or  ethyl- 

ation] 

or 

[Magenta  methylated 

or  ethylated] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


557 


Dyes  Derived  from  o-Toluidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  oj 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

(continued) 

521 

Spirit  Blue 

I  '14:—  50,563 

Aniline  (3-4  mols) 

S3 

Aniline  Blue 

M'17:—      ? 

p-Toluidine 

M'18:—      ? 

[Benzoic  Acid] 

M'19:—      ? 

or 

I  '20:—       723 

[Magenta  phenylated] 

M'20:—      ? 

524 

Fuchsine  S 

I  '14:—  19,098 

Aniline 

A 

Acid  Magenta 

I  '20:—       524 

p-Toluidine 

M'20:—      ? 

[Sulfonation] 

or 

[Magenta  sulf  onated] 

525 

Red  Violet  5RS 

Aniline 

A 

p-Toluidine,  etc. 

[Ethylation  Sulfona- 

tion] 

or 

[Red  Violet  5R, 

sulfonated] 

526 

Acid  Violet  4RS 

Aniline 

A 

p-Toluidine 

[Dimethylation, 

Trisulfonation] 

or 

[Magenta  dimethylated, 

trisulfonated] 

536 

Alkali  Blue 

I  '14:—  286,751 

p-Toluidine 

A 

M'17:—      ? 

Aniline  (3-4  mols) 

M'18:—  43,184 

[Sulfonation] 

M'19:—  77,796 

or 

I  '20:—    6,778 

[Spirit  Blue  sulfonated] 

M'20:—  74,253 

558 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  o-Toluidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

TRIPHENYL-METHANE 

537 

DYES  (continued) 
Methyl  Blue  for  Silk 
Marine  Blue 

I  '14:—  34,867 
M'18:—      ? 
M'19:—      ? 
I  '20:—    2,395 
M'20:—      ? 

Aniline  (4  mols) 
p-Toluidine 
[Sulfonation] 

A 

538 

Methyl  Blue 
Cotton  Blue 

I  '14:—  50,255 

Aniline  (4  mols) 
p-Toluidine 
[Di-  and  trisulfonation] 

B 

539 

Water  Blue 
Soluble  Blue 

I  '14:—  91,152 
M'18:—      ? 
M'19:—  16,315 
I  '20:—    1,387 
M'20:—  98,770 

p-Toluidine 
Aniline  (3-4  mols) 
[Di-  and  tri-sulf  onation] 
or 
[Spirit  Blue  di-  and  tri- 
sulfonated] 

A 

540 

Pacific  Blue 

Aniline 

D 

p-Toluidine 
Diamino-diphenyl- 
methane 

[Sulfonation] 

541 

Brilliant  Dianil 
Blue  6G 

/3-Naphthylamine 
(3  mols) 
Aniline 

B 

XANTHONE  DYE 

p-Toluidine 
[Disulfonation] 

582 

Fast  Acid  Violet 
A2R 

ACRIDTNE  DYE 

I  '14:—       875 
I  '20:—    2,679 
M'20:—      ? 

Phthalic  Anhydride 
Resorcinol  (2  mols) 
o-Toluidine  (2  mols) 
[PC15,  Sulfonation] 

A 

606 

Phosphine 

I  '14:—  168,175 
M'17:—      ? 

p-Toluidine 
Aniline 

B 

M'18:—      ? 
M'19:—  14,648 
I  '20:—  19,259 
M'20:—      ? 

[Magenta  by-product] 
ji 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  o-Toluidine  (continued) 


559 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

679 

AZINE  DYES 
Safranine 

I  '14:—  59,921 
M'17:—      ? 
M  '18:—  106,591 
M  '19:—  131,042 
I  '20:—       386 
M  '20:—  149,629 

p-Tolylene-diamine 
Aniline  or 
o-Toluidine  (extra 
mol) 

B 

683 

Salfranine  MN 

I  '14:—       198 
M'18:—      ? 
M'19:—      ? 
M'20:—      ? 

Dimethyl-p-phenylene- 
diamine 
Aniline 
[Oxidation] 

B 

687 

Rosolane  O 

I  '20:—    1,083 

o-Amino-diphenylamine 
Aniline 
[Oxidation] 

B 

702 

Para  Blue 

Aniline  (3-4  mols) 
p-Toluidine 
p-Phenylene-diamine 
or 
[Spirit  Blue,  p-Pheny- 
lene-diamine] 

B 

703 

Rubramine 

Nitroso-dimethyl- 
aniline 
p-Toluidine 

B 

704 

Indamine  3R 

Nitroso-dimethyl- 
aniline 

B 

705 

Indamine  6R 

I  '14:—  66,170 
I  '20:—    9,681 

Nitroso-dimethyl- 
aniline 
p-Toluidine 

B 

733 

SULFUR  DYE 
Immedial  Indone 

I  '14:—    4,236 

p-Amino-phenol 
[S+NaaS] 

S 

888 

INDIGO  GROUP  DYE 
Indigo  MLB/T 

I  '14:—  10,730 
I  '20:—       827 

o-Toluidine  (2  mols) 
[Chloro-acetic,  soda- 
mide,  etc.] 

V 

560 


DYES  CLASSIFIED  BY  INTERMEDIATES 


^-Toluidine 

Note. — C.  A.  numbering  begins  with  NH^,  while  German  and  English 
numbering  generally  starts  from  CHS 


STATISTICS.— Imported  '14:—  24,686  Ibs. 
Manufactured  '17:— 223,778  Ibs. 
Manufactured  '18:— 205,852  Ibs. 
Manufactured  '19:— 575,841  Ibs. 
Manufactured  '20:— 894,169  Ibs. 

FORMATION. — Toluene  is  nitrated  to  a  mixture  of  o-  and  p-nitro-toluenes, 
which  are  separated.  The  p-nitro-toluene  is  reduced  with  iron 
and  hydrochloric  acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  58 
Lange,  Zwischenprodukte,  #234^240,  261 

Dyes  Derived  from  ^-Toluidine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRTSAZO  DYES 

482 

Alizarin  Yellow  FS 

Aniline  and 

M 

o-Toluidine  [or 

Magenta] 

Salicylic  Acid  (3  mols) 

TRIPHENYL-METHANE 

DYES 

511 

Parafuchsine 

I  '14:—  65,026 

Aniline  (2  mols) 

B 

Paramagenta 

M'18:—      ? 

[Nitro-benzene  and  iron 

M'19:—      ? 

or  Arsenic  Acid] 

M'20:—      ? 

512 

Magenta 

I  '14:—  87,102 

Aniline 

B 

Fuchsine 

M'17:—  17,739 

o-Toluidine 

M'18:—  71,675 

[Nitro-benzene,  etc.;  or 

M'19:—  155,830 

Arsenic  Acid] 

I  '20:—       189 

M'20:—  284,285 

DYES  CLASSIFIED  BY  INTERMEDIATES 


561 


Dyes  Derived  from  ^-Toluidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES  (continued) 

514 

Red  Violet  5R 

I  '14:—       331 

Aniline 

B 

I  '20:—       750 

o-Toluidine 

[Nitro-benzene,   etc.; 

or  Arsenic  Acid] 

[Methylation  or  ethyla- 

tion] 

or 

[Magenta  methylated 

or  ethylated] 

520 

Light  Blue  Superfine 

I  '14:—    2,149 

Aniline  (5  mols) 

ss 

Spirit  Soluble 

[Benzoic  Acid] 

Diphenylamine  Blue 

521 

Spirit  Blue 

I  '14:—  50,563 

Aniline  (3-4  mols) 

S3 

Aniline  Blue 

M'17:—      ? 

o-Toluidine 

M'18:—      ? 

[Benzoic  Acid] 

M'19:—      ? 

or 

I  '20:—       723 

[Magenta  phenylated] 

M'20:—      ? 

524 

Fuchsine  S 

I  '14:—  19,098 

Aniline 

A 

Acid  Magenta 

I  '20:—       524 

o-Toluidine 

M'20:—      ? 

[Sulfonation] 

or 

[Magenta  sulfonated] 

525 

Red  Violet  5RS 

Aniline 

o-Toluidine 

A 

[Ethylation,  Sulfona- 

tion] 

or 

[Red  Violet  5R 

sulfonated] 

526 

Acid  Violet  4RS 

Aniline 

A 

o-Toluidine 

[Dimethylation,  Tri- 

sulfonation] 

or 

[Magenta  methylated, 

sulfonated] 

562 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  />-Toluidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYES 

(continued) 

535 

Methyl  Alkali  Blue 

I  '14:—       273 

Aniline  (5  mols) 

A 

M'18:—      ? 

[Sulfonation] 

M'19:—      ? 

I  '20:—         29 

536 

Alkali  Blue 

I  '14:—  286,751 

o-Toluidine 

A 

M'17:—      ? 

Aniline  (3-4  mols) 

M'18:—  43,184 

[Sulfonation] 

M'19:—  77,796 

I  '20:—    6,778 

M'20:—  74,253 

537 

Methyl  Blue  for  Silk 

I  '14:—  34,867 

o-Toluidine 

A 

Marine  Blue 

M'18:—      ? 

Aniline  (4  mols) 

M'19:—      ? 

[Sulfonation] 

I  '20:—    2,395 

M'20:—      ? 

538 

Methyl  Blue 

I  '14:—  50,255 

o-Toluidine 

Cotton  Blue 

Aniline  (4  mols) 

B 

[Di-  and  tri-sulf  onation] 

539 

Water  Blue 

I  '14:—  91,152 

o-Toluidine 

A 

Soluble  Blue 

M'18:—      ?    . 

Aniline  (3-5  mols) 

M  '19:—  16,315 

[Di-  and  tri-sulf  onation] 

I  '20:—    1,387 

or 

M  '20:—  98,770 

[Spirit  Blue  Sulfonated] 

540 

Pacific  Blue 

Aniline 

D 

o-Toluidine 

Diamino-diphenyl- 

methane 

[Sulfonation] 

541 

Brilliant  Dianil 

/3-Naphthylamine 

B 

Blue  6G 

(3  mols) 

Aniline 

o-Toluidine 

[Disulfonation] 

DYES  CLASSIFIED  BY  INTERMEDIATES 


563 


Dyes  Derived  from  ^-Toluidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

XANTHONE  DYE 

580 

Fast  Acid  Violet  B 

I  '14:—  20,688 

Phthalic  anhydride 

A 

•'  ;'t 

M'19:—      ? 

Resorcinol  (2  mols) 

I  '20:—    2,907 

p-Toluidine  (2  mols)  or 

Aniline  (2  mols) 

• 

[PC15,  Sulfonation] 

ACRIDINE  DYE 

606 

Phosphine 

I  '14:—  168,175 

Aniline 

B 

M'17:—      ? 

o-Toluidine  or 

M'18:—      ? 

2d  mol  Aniline 

M'19:—  14,648 

[Magenta  by-product] 

I  '20:—  19,259 

M'20:—      ? 

THIOBENZENYL  DYE 

616 

Primuline 

I  '14:—  67,976 

p-Toluidine  (4  mols) 

D 

M'17:—  72,461 

[Sulfur,  Sulfonation] 

M  '18:—  72,778 

M'19:—  271,338 

I  '20:—       441 

M  '20:—  183,179 

^ 

AZINE  DYES 

683 

Safranine  MN 

I  '14:—       198 

Dimethyl-p-phenylene- 

B 

M'18:—      ? 

diamine 

M'19:—      ? 

Aniline 

M'20:—      ? 

[Oxidation] 

686 

Amethyst  Violet 

Diethyl-p-phenylene- 

D 

diamine 

Diethyl-aniline 

[Oxidation] 

702 

Para  Blue 

Aniline  (3-4  mols) 

B 

o-Toluidine 

p-Phenylene-diamine 

or 

[Spirit  Blue  and  p- 
Phenylene-diamine] 

703 

Rubramine 

Nitroso-dimethyl- 

B 

aniline 

• 

o-Toluidine 

564  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  />-Toluidine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

705 

AZINE  DYE 
(continued) 
Indamine  6R 

1  '14:—  66,170 
I  '20:—    9,681 

Nitroso-dimethyl- 
aniline 
o-Toluidine 

B 

852 

ANTHRAQUINONE  AND 
ALLIED  DYES 
Alizarin  Irisol  D,  R 

I  '20:—       401 

Quinizarin 
[Sulfonation] 

A 

853 

Anthraquinone 
Violet 

I  '14:—    1,202 
I  '20:—    1,649 

1  :  5-Dinitro-anthraqui- 
none 
[Sulfonation] 

ACr 

854 

Alizarin  Viridine 
DG,  FF 

I  '20:—  11,397 

Anthraquinone-2-sul- 
fonic  Acid 
[Sulfonation] 
[Or  through  Alizarin 
Bordeaux  from  Aliz- 
arin] 

M 

855 

Alizarin  Pure 
BlueB 

l-Amino-2:  4-dibromo- 
anthraquinone 
[Sulfonation] 

ACr 

856 

Alizarin  Astrol  B 

I  '14:—  10,907 
I  '20:—  15,518 

1  -Bromo-4-methyl- 
amino-anthraquinone 
[Sulfonation] 

ACr 

859 

Cyananthrol  R 

I  '14:—  18,792 
I  '20:—    2,416 

1  -  Amino-4-bromo-2- 
methyl-anthraquinone 
[Sulfonation] 

A 

860 

Cyananthrol  G 

1  -Amino-4-b  r  omc  - 
(chloro)  -2-methyl-an- 
thraquinone,  etc. 
[Sulfonation] 

A 

864 

Anthraquinone 
Green  GX 

I  '14:—    1,709 
I  '20:—    2,531 

1-Nitro-anthraquinone- 
6-sulfonic  Acid 
Aniline 

ACr 

DYES  CLASSIFIED  BY  INTERMEDIATES 


565 


Dyes  Derived  from  ^-Toluidine  (continued) 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONE  AND 

ALLIED  DYES 

(continued) 

865 

Alizarin  Cyanine 

Quinizarin 

ACr 

Green  E 

p-Toluidine  (2  mols) 

[Sulfonation] 

o-Toluidine-m-sulfonic  Acid 

See,  4-Amino-ra-toluene-sulfonic  Acid  (C.  A.  nomen.) 

/>-Toluidme-o-sulfonic  Acid 

See,  5-Amino-o-toluene-sulfonic  Acid  (C.  A.  nomen.) 

8-^-Toluino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 
See,  p-Tolyl-l-naphthylamine-8-sulfonic  Acid 

m-Toluylene-diamine 

See,  w-Tolylene-diamine 

o:  ^-Toluylene-diamine 

See,  w-Tolylene-diamine 

Toluylene-diamine-sulfonic  Acid 

See,  3:  5-Diamino-p-toluene-sulfonic  Acid  (C.  A.  nomen.) 

m-Toluylene-diamine-sulfonic  Acid 

See,  4:  6-Diamino-w-toluene-sulfonic  Acid  (C.  A.  nomen.) 

^-(o-Tolyl-azo-)-o-toluidine  (C.  A.  nomen.) 
See,  0-Amino-azotoluene 


566  DYES  CLASSIFIED  BY  INTERMEDIATES 

4-m-Tolylene-bis(thiourea)  (C.  A.  nomen.} 
Seet  ra-Tolylene-dithiourea 

4-m-Tolylene-diamine  (C.  A.  nomen.) 
See,  w-Tolylene-diamine 

m-Tolylene-diamine 

4-w-Tolylene-diamine  (C.  A.  nomen.  NH%=1) 
ra-Toluylene-diamine 
o:  p-Toluylene-diamine 
Note. — English  and  Germans  often  start  numbering  from 

NH2 


NIL 


STATISTICS.— Imported  '  14 :— 135,383  Ibs. 
Manufactured  '17:— 302,596  Ibs. 
Manufactured  '18:— 612,163  Ibs. 
Manufactured  '19:-^39,544  Ibs. 
Manufactured  '20:— 689,036  Ibs. 

FORMATION. — From  m-dinitro-toluene  by  reduction  with  iron  and  hydro- 
chloric acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  86 
Dyes  Derived  from  m-Tolylene-diamine 


Schu  h 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

34 

Chrysoidine  R 

I  '14:—  111,006 

Aniline 

B 

M'17:—  58,115 

M  '18:—  137,035 

M  '19:—  220,542 

, 

I  '20:—    1,102 

M  '20:—  186,793 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  m-Tolylene-diamine  (continued) 


567 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

. 

(continued) 

69 

Chrysoidine  R 

o-Toluidine 

B 

DISAZO  DYES 

284 

Vesuvine  B 

I  '14:—  171,133 

m-Tolylene-diamine 

B 

Bismarck  Brown  R 

M'17:—  262,600 

(3  mols) 

M  '18:—  295,080 

M  '19:—  631,308 

M  '20:—  484,929 

295 

Diphenyl  Fast 

I  '14:—       882 

Gamma  Acid 

D 

Black 

p:  p'-diamino-ditolyl- 

amine 

352 

Direct  Violet  R 

I  '14:—       661 

Benzidine 

M'19:—      ? 

1  :  7-Dihydroxy-6-naph- 

D 

thoic-3-sulfonic  Acid 

413 

Direct  Violet  BB 

I  '14:—    4,396 

Dianisidine 

D 

1  :  7-Dihydroxy-naph- 

thalene-4-sulfonic 

Acid 

TRISAZO  DYES 

453 

Columbia  Black  R 

I  '14:—    1,307 

Tolidine 

D 

2R  Acid 

m-Tolylene-diamine 

(2  mols) 

455 

Columbia  Black  B 

I  '14:—  165,727 

Dianisidine 

D 

2R  Acid 

m-Tolylene-diamine 

(2  mols) 

458 

Carbon  Black 

p-Phenylene-diamine- 

D 

sulfonic  Acid 

[from   p-Nitro-aniline- 

o-sulfonic  Acidj 

l-Naph1Jiylamine-6(7)- 
sulfonic  Acid 

m-Tolylene-diamine 

(2  mols) 

568 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dyes  Derived  from  m-Tolylene-diamine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

461 

TRISAZO  DYES 
(continued) 
Coomassie  Union 
Black 

[  :  4-Naphthylene-dia- 
mine-2-sulfonic  Acid 
Gamma  Acid 
m-Tolylene-diamine 
(2  mols) 

D 

463 

Erie  Direct 
Black  RX 
Cotton  Black  E 

I  '14:—  248,567 
M'19:—      ? 
M'20:— 
2,050,741 

Benzidine 
Aniline 
H  Acid 

D 

602 

ACBIDINE  DYES 
Acridine  Yellow 

I  '14:—    1,913 
M'19:—      ? 

m-Tolylene-diamine 
(2  mols) 
[Formaldehyde,  Am- 
monia      removal, 
Oxidation] 

B 

605 

Benzoflavine 

I  '14:—       600 

m-Tolylene-diamine 
(2  mols) 
Benzaldehyde 
[Ammonia  removal, 
Oxidation] 

B 

670 

AZINE  DYE 
Neutral  Red 

M'18:—      ? 

Nitroso-dimethyl- 
aniline  or 
Dimethyl-p-phenylene- 
diamine 
[Oxidation] 

B 

710 

SULFUR  DYE 
Immedial  Yellow  D 

I  '14:—  13,400 

[Sulfur] 

8 

711 

Immedial  Orange  N 

I  '14:—       500 

[Sulfur] 

8 

DYES  CLASSIFIED  BY  INTERMEDIATES 
^-Tolylene-diamine  (C.  A.  nomen.  NH2=1) 
p-Toluylene-diamine 
Note. — English  and  Germans  often  start  numbering  with  CH$ 


569 


NH2 


—  122 


STATISTICS. — Manufactured  '20: —      ? 

FORMATION. — By  reduction  of  amino-azo-toluene   (from  o-toluidine) 
with  zinc  dust  and  hydrochloric  acid 

LITERATURE. — Nietzki,  Ber.  10,  1158 

Green,  Organic  Coloring  Matters  (1908),  37 

Dyes  Derived  from  ^-Tolylene-diamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

124 

MONOAZO  DYES 
Diazine  Green  S 

I  '14:—    1,340 

o-Toluidine* 
Aniline  or  o-Toluidine 
[or  Safranine] 
Dimethyl-aniline 

B 

125 

Diazine  Black 

I  '14:—    2,630 
I  '20:—       701 

o-Toluidine 
Aniline  or  o-Toluidine 
[or  Safranine] 
Phenol 

B 

126 

Indoine  Blue  R 

I  '14:—  15,353 
M'17:—      ? 
M'18:—      ? 

o-Toluidine 
Aniline  or  o-Toluidine 
[or  Safranine] 
j8-Naphthol 

B 

570  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  />-Tolylene-diamine  (continued) 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

127 

Methyl  Indone  B 

M'17:—      ? 

o-Toluidine 

B 

Aniline  or  o-Toluidine 

[or  Safranine] 

["  Amino-naphthols  "] 

128 

Janus  Gray  B 

o-Toluidine 

B 

Aniline  or  o-Toluidine 

[or  Safranine] 

etc. 

AZINE  DYE 

679 

Safranine 

I  '14:—  59,920 

o-Toluidine 

B 

M'17:—      ? 

Aniline  or 

M  '18:—  106,591 

2d  mol  o-Toluidine 

M  '19:—  131,042 

I  '20:—       386 

M  '20:—  149,629 

l-Tolylene-2 : 6-diamine-4-sulf onic  Acid 

See,  3:  5-Diamino-p-toluene-sulfonic  Acid  (C.  A.  nomen.) 

• 
m-Tolylene-diamine-sulfonic  Acid 

See,  4:  6-Diamino-ra-toluene-sulfonic  Acid  (C.  A.  nomen.) 

m-Tolylene-dithiourea 

4-w-Tolylene-bis[thicmrea]  (C.  A.  nomen.) 

NH.CS.NH2 

INH.CS.NH, 


DYES  CLASSIFIED  BY  INTERMEDIATES 


571 


FORMATION. — By  heating  w-tolylene-diamine  thiocyanate  several  hours 
on  a  water  bath 

LITERATURE. — Lange,  Zwischenprodukte,  #801 

Dyes  Derived  from  m-Tolylene-dithiourea 


Schultz 
Number 
jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

712 

SULFUR  DYES 
Kryogene  Yellow  G 

I  '14:—    1,126 
I  '20:—    1,543 

Benzidine 
[Sulfur! 

S 

716 

Kryogene  Yellow  R 

I  '14:—    4,804 

[Sulfur] 

S 

^-Tolyl-a-naphthylamine 

N-p-Tolyl-1-raiphthylamine  (C.  A.  nomen.) 


FORMATION. — From    a-naphthylamine   hydrochloride   and   p-toluidine 
by  heating  together  to  about  280° 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  186 
Dye  Derived  from  />-Tolyl-a-naphthylamine 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DlPHENYL-NAPHTHYL- 

METHANE   DYE 

560 

Night  Blue 

I  '14:—       361 

Tetraethyl-diamino- 

B 

M'19:—      ? 

benzophenone 

I  '20:—         11 

572  DYES  CLASSIFIED  BY  INTERMEDIATES 

^-Tolyl-l-naphthylamine-8-sulfonic  Acid 

8-p-Toluino-l-naphthalene-sulfonic  Acid  (C.  A.  nomen.) 

Tolyl-peri  Acid 
« 


H03S     NH 


STATISTICS. — Imports  '14: — 1,097  Ibs. 

Manufactured  '18:—  ? 
Manufactured  '19:—  ? 
Manufactured  '20:—  ? 

FORMATION. — From  l-naphthylamine-8-sulfonic  acid  and  p-toluidine 
by  heating  together  in  an  autoclave 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  195 
Lange,  Zwischenprodukte,  #2859 

Dyes  Derived  from  ^-Tolyl-l-naphthylamine-8-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYE 

189 

Sulfon  Acid  Blue  B 

I  '14:—  35,560 

HAcid 

A 

M'17:—      ? 

- 

M'19:—      ? 

M'20:—      ? 

DISAZO  DYE 

257 

Sulfoncyanine 

I  '14:—  145,694 

Metanilic  Acid 

A 

M'17:—      ? 

a-Naphthylamine 

M'18:—      ? 

M'19:—      ? 

I  '20:—  18,327 

M'20:—      ? 

Tolyl-peri  Acid 

See,  p-Tolyl-l-naphthylamine-8-sulfonic  Acid 


DYES  CLASSIFIED  BY  INTERMEDIATES  573 

1:2: 4-Triarnino-anthraquinone 


CO 


CO 


FORMATION. — 1 : 4-j3iamino-anthraquinone  is  diacetylated,  and  then 
nitrated  with  nitric  acid  of  sp.  gr.  1.5.  By  reduction  of  the  nitrated 
product  the  1:2:  4-triamino-anthraquinone  is  prepared 

LITERATURE. — Lange,  Zwischenprodukte,  #3333 

Dye  Derived  from  1 : 2 : 4-Triamino-anthraquinone 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

ANTHRAQUINONB  AND 

ALLIED  DYES 

822 

Algol  Brilliant 

I  '14:—    6,195 

Benzoyl  Chloride 

V 

Orange  FR 

I  '20:—       482 

Triamino-triphenyl-methane 
Tris(p-amino-phenyl) -methane  (C.  A.  nomen.} 
p-Leucaniline 


H2N 


NH2 


FORMATION. — (1)  From  para-rosaniline  by  reduction  with  zinc.  (2)  From 
corresponding  nitro-compounds  by  reduction 


LITERATURE. — Beilstein,  Organische  Chemie  (3d  Ed.),  4,  1194 


574 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Dye  Derived  from  Triamino-triphenyl-methane 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE 

511 

Parafuchsine 

I  '14:—  65,026 

(Oxidation) 

B 

Paramagenta 

M'18:—      ? 

M  '19:—      ? 

M'20:—      ? 

a-Trichloro-toluene 

See,  Benzo-trichloride 

3:4:5-Trihydroxy-benzoic  Acid 

See,  Gallic  Acid 

Trimethyl-m-amino-phenyl-ammonium  Chloride 

See,  (w-Amino-phenyl)-trimethyl-ammonium  Chloride 

a-Trinitro-naphthalene 

1:3:  5-Trinitro-naphthalene  (not  considered  herein) 

/3-Trinitro-naphthalene 

1:3:  8-Trinitro-naphthalene  (not  considered  herein) 

7-Trinitro-naphthalene 

1:4:  5-Trinitro-naphthalene  (not  considered  herein) 

5-Trinitro-naphthalene 

1:2:  5-Trinitro-naphthalene  (not  considered  herein) 

1:3: 5-Triphenyl-hexahydro-s-triazine  (C.  A.  nomen.) 
See,  Anhydro-formaldehyde-aniline 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Tris(^-amino-phenyl) -methane  (C.  A.  nomen.) 
See,  Triamino-triphenyl-methane 


575 


Trisulfonic  Acid 

See,  Naphthalene-1:  3:  6-trisulfonic  Acid 

5:  5'-Ureido-bis(2-amino-benzene-sulfonic  Acid)  (C.  A.  nomen.) 
See,  Diamino-diphenyl-urea-disulfonic  Acid 


m-Xylene  (C.  A.  nomen.) 
w-Xylol 


—  CsHio  — 106 


CH3 


FORMATION. — This  occurs  in  commercial  crude  xylol  as  the  most  abun- 
dant constituent,  and  is  separated  from  its  isomers  by  treating  the 
crude  xylol  with  a  limited  quantity  of  sulfuric  acid,  and  by  hydroly- 
sis of  the  sulfonate  formed 

LITERATURE. — Green,  Organic  Coloring  Matters  (1908  Ed.),  5 
Dye  Derived  from  m-Xylene 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

TRIPHENYL-METHANE 

DYE(?) 

564 

Naphthalene  Green 

I  '14:—  22,144 

p-Dimethylamino- 

A 

V 

I  '20:—    9,291 

benzaldehyde 

Dimethyl-aniline 

576 


DYES  CLASSIFIED  BY  INTERMEDIATES 


Xylidine 

The  crude  mixture  contains  the  following  isomers: — 

NH3  NH2  NH2 

H3C/\CH3 


TT 

±±3 


2:4-xylidine 
(m-4-xylidine) 

2:  5-xylidine 
(p-xyfidine) 

2:6-xylidine 
(m-2-xylidine) 

NH2 

NH2 

CH, 
CH, 

CH, 

2:3-xylidine 
(o-3-xylidine) 

r 

-3 
3:4-xylidine 
(o-3-xylidine) 

(C.  A.  nomen.  NHz 

(C.  A.  nomen. 


STATISTICS.— Imported  '14:—  21,836  Ibs. 
Manufactured  '17:-^25,873  Ibs. 
Manufactured  '18:— 534,834  Ibs. 
Manufactured  '19:— 386,635  Ibs. 
Manufactured  '20:— 1,054,476  Ibs. 

FORMATION. — Xylene  is  nitrated  with  mixed  acid,  preferably  cold. 
The  mixed  nitro-xylenes  are  then  reduced  with  iron  and  hydro- 
chloric acid 

LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  58 
Lange,  Zwischenprodukte,  #742-747 

Dyes  Derived  from  Xylidine 


SchuLtz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 

Appli- 
cation 
Class 

76 

MONOAZO  DYES 
Sudan  II 

I  '14:—       501 
M'17:—  27,595 
M'18:—  23,692 
M'19:—      ? 
M  '20:—  170,658 

0-Naphthol 

S3 

77 

Azo  Coccine  2R 

Nevile-Winther's  Acid 

A 

78 

Cochineal  Scarlet  4R 

l-Naphthol-5-sulfonic 
Acid 

A 

DYES  CLASSIFIED  BY  INTERMEDIATES 
Dyes  Derived  from  Xylidine  (continued) 


577 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Clus*  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

(continued) 

79 

Brilliant  Orange  R 

I  '14:—    4,204 

Schaeffer's  Acid 

A 

Xylidine  Orange  2R 

M'17:—      ? 

M'18:—  18,909 

M'19:—      ? 

M'20:—      ? 

80 

Wool  Scarlet  R 

I  '14:—  39,888 

l-Naphthol-4:8-disul- 

A 

f  onic  Acid 

82 

Ponceau  R 

I  '14:—  35,259 

RAcid 

A 

M  '17:—  633,429 

M'18:— 

1,189,054 

M  '19:—  552,680 

M'20:— 

1,286,002 

AZINE  DYE 

685 

Tannin  Heliotrope 

I  '14:—    1,398 

Nitroso-dimethyl- 

B 

I  '20:—       249 

aniline 

2:4-Xylidine  (C.  A.  nomen.  NH2=1) 

m4-Xylidine(C#3=-0 

m-Xylidine 

NH2 


STATISTICS. — Manufactured  '20: — but  amount  not  disclosed 
FORMATION. — By  separation  from  commercial  xylidine  as  acetate 
LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  59 


578  DYES  CLASSIFIED  BY  INTERMEDIATES 

Dyes  Derived  from  2 : 4-Xylidine 


Schultz 
Number 
Jor  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

MONOAZO  DYES 

81 

Palatine  Scarlet  A 
Brilliant  Cochineal 

I  '14:—    7,510 

l-Naphthol-3:6-disul- 
fonic  Acid 

A 

82 

Ponceau  2R 
Scarlet  2R 

I  '14:—  35,259 
M  '17:—  633,429 
M  '18:— 
1,189,054 
M  '19:—  552,680 
M'20:— 

RAcid 
[Only  small  part  of  total 
production   from   m- 
xylidine] 

A 

1,286,002 

DISAZO  DYE 

211 

Resorcine  Brown 

I  '14:—  13,189 
M'17:—      ? 

Sulfanilic  Acid 
Resorcinol 

A 

M'18:—      ? 

M'19:—      ? 

I  '20:—    2,484 
M'20:—      ? 

2:  5-Xylidine  (C.  A.  nomen.  NH2=1) 
p-Xylidine(C#3=.0 


NH2 


FORMATION. — Crude  xylidine  is  treated  with  sufficient  glacial  acetic 
acid  to  cause  the  ra-xylidine  acetate  to  crystallize  out.  The  mother 
liquor  is  mixed  with  hydrochloric  acid,  and  after  a  few  days  the 
p-xylidine  hydrochloride  is  separated 


LITERATURE. — Cain,  Intermediate  Products  (2d  Ed.),  59 
Lange,  Zwischenprodukte,  #742-747 


DYES  CLASSIFIED  BY  INTERMEDIATES 
Dye  Derived  from  2 :  5-Xylidine 


579 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  oj  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

438 

TRISAZO  DYE 
Melogene  Blue  BH 

M'17:—      ? 
MJ18:—      ? 

Benzidine 
H  Acid  (2  mols) 

D 

m-Xylidine 

See,  2:  4-Xylidine  (C.  A.  nomen.) 

m-4-Xylidine 

See,  2:  4-Xylidine  (C.  A.  nomen.) 

/>-Xylidine 

See,  2:  5-Xylidine  (C.  A.  nomen.) 

Xylidine-sulfonic  Acid 
C6H2 .  NH2 .  (CH3)2 .  S03H        —  C8HnN03S  =  201 

FORMATION. — Probably  by  sulfonation  of  either  crude  or  purified 
xylidine  with  sulfuric  acid  in  a  vacuum  or  in  a  current  of  an  indiffer- 
ent gas 

LITERATURE. — Thorpe,  Die.  Chemistry,  5,  797,  798 
Junghahn,  Ber.  35,  3747-3767  (1902) 

Dye  Derived  from  Xylidine-sulfonic  Acid 


Schultz 
Number 
for  Dye 

Ordinary  Name  and 
Class  of  Dye 

Statistics  of 
Import  and 
Manufacture 

Other  Intermediates 
Used  and  Notes 

Dye 
Appli- 
cation 
Class 

DISAZO  DYE 

214 

Fast  Brown  O 

I  '14:—    2,000 

Xylidine-sulfonic  Acid 

A 

(2  mols) 

a-Naphthol 

580  DYES  CLASSIFIED  BY  INTERMEDIATES 

4-(2: 4-Xylyl-azo)-2:  5-xylidine  (C.  A.  nomen.) 
See,  Amino-azo-xylene 

Y  Acid 

See,  G  Acid 

Yellow  Acid 

1 :  3-Dihydroxy-naphthalene-5 :  7-disulf onic   Acid  (not  considered 
herein) 

Zeta  Acid 

Naphthasultone-3-sulfonic  Acid  (not  considered  herein) 


FORMULA  INDEX  OF  INTERMEDIATES 


The  formulas  are  indexed  here  for  the  487  intermediates  for  which 
data  and  tables  are  listed.  Only  one  chemical  name  is  given,  but  on 
the  pages  referred  to  there  are  enumerated  the  various  trivial  names  and 
synonyms. 

The  arrangement  of  the  formulas  follows  that  of  the  1920  Chemical 
Abstracts  (C.  A.  14,  4557)  where  "The  arrangement  of  symbols  in 
formulas  is  alphabetical  except  that  in  carbon  compounds  C  always 
comes  first,  followed  immediately  by  H."  "The  arrangement  of  the 
formulas  is  also  alphabetical  except  that  the  number  of  atoms  of  any 
specific  kind  influences  the  order  of  compounds,"  e.g.,  all  compounds 
with  CG  come  before  those  with  Cy,  thus  CeHsCl  precedes  C7H6C1NO2. 
This  is  likewise  true  for  all  the  other  atoms,  and  consequently  we  find 
C7H6C1NO2  before  C7H9N,  and  C8H2Br2ClNO  before  C8H2C14O4. 

It  is  believed  that  a  formula  index  affords  the  easiest  and  surest  way 
to  find  an  organic  compound,  and  it  is  for  this  reason  that  this  index 
is  given.  This  is  particularly  true  of  intermediates  where  often  many 
names  are  used  for  the  same  chemical  individual. 


CChO 

CiHsOs 

CgHsClN2O4 


CsHsChNOz 

CeHsNsO? 

C«H4C1NO2 


CeHsCl 


C6H5C1O2S 
CeH&ChN 
CeHsChNO 
CiHsNOa 

CeH6NOs 


C«H6NsO4 
CeHsNjOs 
CeHeClNOsS 


PAGE 

Phosgene  486 

Dihydroxy-tartaric  Acid  229 

l-Chloro-2:  4-dinitro-benzene  161 
4-Chlon>-3:  5-dinitro-benzene- 

sulfonic  Acid  162 

2:  5-Dichloro-nitro-benzene  210 

Picric  Acid  495 

o-and  ^-Chloro-nitro-benzenes  169 
2-Chloro-5-nitro-benzene-sul- 

fonic  Acid  169 
4-Chloro-3-nitro-benzene-sul- 

fonic  Acid  170 

m-Dinitro-benzene  251 

2:4-Dinitro-phenol  258 

Chloro-benzene  161 

2-Chloro-4-nitro-aniline  167 

Benzene-sulfonyl  Chloride  125 

2:  5-Dichloro-aniline  206 

2-Amino-4:  6-dichloro-phenol  50 

Nitro-benzene  430 

p-Nitroso-phenol  448 

Nitro-phenol,  crude  434 

o-Nitro-phenol  435 

p-Nitro-phenol  436 

4-Nitroso-resorcinol  449 

2:  4-Dinitro-aniline  248 

Picramic  Acid  494 
2-Amino-6^chloro-benzene-sul- 

fonic  Acid  45 

m-Nitro-aniline  420 

p-Nitro-aniline  421 
2-Amino-5-nitro-benzene-sul- 

fonic  Acid  74 
4-Amino-3-nitro-benzene-sul- 

fonic  Acid  75 

6-Nitro-metamlic  Acid  434 


PAGE 


C6H6N2O6S 
CeHeO 


CeHsOs 
CeHeOeS 
C6H7N 
CeHvNO 

C6H7N03S 
C6H7NO4S 


CeHioOa 
C7H4ClNOs 

C7H4Cl2O 


2-Aminor6-nitro-phenol-4- 

sulfonic  Acid 
Phenol 
Resorcinoi 
Pyrogallol 

Pyrogallol-5-sulfonic  Acid 
Aniline 
TO-Amino-phenol 

&A.mino-phenol 
etanilic  Acid 
Sulfanilic  Acid 
2-Amino-phenol-4-sulfonic 

Acid  ou 

3-Amino-phenol-4-sulfonic 

Acid  81 

2-Amino-p-benzene-disulfonic 

Acid  39 

4-Amino-7ra-benzene-disul- 

fonic  Acid 
4-Amino-phenol-2:  6-disul- 

fonic  Acid  79 

4-Nitro-m-phenylene-diamine   437 
m-Phenylene-diamine 
p-Phenylene-diamine  _     470 

p-Pheriylene-diamine-sulfonic 

Acid  474 

Pheny  1-hy  drazine-p-sulf  onic 

Acid 
2:  6-Diamino-l-phenol-4-sui 

fonic  Acid 
m-Phenylene-diamine-disul- 

fonic  Acid 
Aceto-acetic  Ethyl  Ester 
2-Chloro-5-nitro-benzaldehyde  168 
2-Chloro-6-nitro-benzaldehyde  168 
2: 5-Dichloro-benzaldehyde       209 


77 

459 

509 

499 

500 

90 

77 

78 

333 

528 


481 
198 


473 


581 


582 


FORMULA  INDEX  OF  INTERMEDIATES 


C7HSC10 

PAGE 

Benzoyl  Chloride                        140 

C8H7NOj 

o-Chloro-benzaldehyde               158 

C8H7N04S 

C7HsClO4S 

2-Chloro-benzaldehyde-6-sul- 

fonic  Acid                                 15S 

C8H8N2Os 

C7H6Clj 

Benzo-trichloride 

C8H8O3 

C7H8NOa 

m-Nitro-benzaldehyde                427 

C8H8OB 

o-Nitro-benzaldehyde                 428 

CsH8O7S2 

C7H6C1NO2 

p-Nitro-benzaldehyde                 429 
p-Nitro-benzyl  Chloride             432 

C8H»N 

C?H6N*2O4 

2:  4-Dinitro-toluene                    261 

C7H6N2OS 

Dinitro-p-cresol                            252 

CsH.NO 

C7H6O 

Benzaldehyde                                120 

C8H9NO2 

C7HeO2 

Benzoic  Acid                                  137 

CsHio 

C7H6O2S 

m-Hydroxy-benzaldehyde          308 
Thio-salicylic  Acid                      544 

C8HioN2O 

Salicylic  Acid                               518 

c7nJo! 

a-Resorcylic  Acid                        516 
/3-Resorcylic  Acid                         517 

CsHnN 

C7HeO4S 

Benzaldehyde-o-sulfonic  Acid    122 

C7H606 

Gallic  Acid                                   289 

C7H6O7S2 

Benzaldehyde-disulfonic  Acid   121 

C7H7C1 

Benzyl  Chloride                            143 

p-Toluene-sulfonyl  Chloride      551 

CgHnNO 

CrHrNO 

m-Amino-benzaldehyde                37 

C7H7N02 

p-Amino-benzaldehyde                 38 
m-Amino-benzoic  Acid                  40 

Anthranilic  Acid                           110 

o-Nitro-toluene                            450 

CgHnNOsS 

C7H7NO, 

p-Nitro-toluene                            451 
5-Amino-salicylic  Acid                 84 

C8Hi2N2 

o-Nitro-anisole                             426 

C7H7NO4 

Gallamide                                     287 

C7H7NOtS 

5-Nitro-o-toluene-sulfonic 

Acid                                           452 

C  TTi^NoO^^ 

p-Sulfo-anthramlic  Acid             532- 

C7H8C1NO 

5-Chloro-o-anisidine                    156 

C  HsOaS 

C7H8C1N03S 

2-Amino-5-chloro-p-toluene- 

sulfonic  Acid                                46 

C9H7BrOS 

Si.'*?*), 

p-Nitroso-methyl-aniline            446 
2-Nitro-p-toluidine                      454 

C9H7C1O4S 

3-Nitro-p-toluidine                      455 

5-Nitro-o-toluidine                      455 

C9H7N 

C7H8N2O3 

2-Amino-6-nitro-p-cresol              75 

4-Nitro-o-anisidine                       425 

C9H9C1O2S 

5-Nitro-o-anisidine                      426 

C7H8O 

Cresol                                             177 

C9H9NO 

C7H802 

Resorcinol  Methyl  Ether           515 

C»H9NO4 

C7H9N 

AT-Methyl-aniline                        336 

Toluidines  (mixed)                      552 

C9HioClNO 

m-Toluidine                                  553 

o-Toluidine                                   554 

CoHnNO 

p-Toluidine                                    560 

C7H»NO    . 

2-Amino-p-cresol                           47 

C9Hi2N20 

3-Amino-p-cresol                           48 

C9Hi2N2O2 

o-Anisidine                                     107 

C7H9NOsS 

4-Amino-m-toluene-sulf  oni  c 

C9Hi2N4S2 

Acid                                             86 

C»HuN 

5-Amino-o-toluene-sulfonic 

Acid                                             87 

C7HioN2 

m-Tolylene-diamine                    566 

p-Tolylene-diamine                     569 

C7HioN2O3S 

3  :  5-Diamino-p-toluene-sul- 

C»Hi4N2 

fonic  Acid                                   200 

4  :  6-Diamino-m-toluene-sul- 

f  onic  Acid                                 200 

C8H2Br2ClNO 

5:  7-Dibromo-isatin  Chloride    206 

C8H2CU04 

Tetrachloro-phthalic  Acid          536 

C8H4C12O4 
C8H403 

3  :  6-Dichloro-phthalic  A  cid       211 
Phthalic  Anhydride                    487 

C9HiBClN! 

C8H5NO2 

Isatin                                               321 

CioH6N2O4 

Phthalimide                                   493 

C8H6C1NO4S 

4-Chloro-2-nitro-phenyl- 
thiogly  colic  Acid                      170 

CsHeOS 

2-Hydroxy-thionaphthene          313 

CioH6O2 

C8H7C102S 

m-Chloro-pheny  1-thiogly  colic 

CioH6O4 

Acid                                           171 

CioHeOsS 

C8H7NO 

Indoxyl                                           320 

C8H7NOS 

5-Amino-2-hydroxy-thionaph- 

CioH608S2 

thene                                           58 

PAGE 

449 

438 
417 
177 
293 

337 

90 

21 

475 
575 
26 
439 
445 
237 
271 
345 
576 
577 
578 


2-Nitro-m-tolualdehyde 
o-Nitro-phenyl-thioglycolic 

Acid 

p-Nitro-acetanilide 
o-Cresotic  Acid 
Gallic  Acid  Methyl  Ester 
3-Methyl-benzaldehyde-4:  6- 

distilfomc  Acid 
Anhy  dro-f  orm  aldehy  de-o- 

toluidine 
Acetanilide 
Phenyl-glycine 
m-Xylene 

p-Amino-acetanilide 
p-Nitroso-dimethyl-aniline 
p-Nitroso-ethyl-aniline 
Dimethyl-aniline 
N-Ethyl-aniline 
JV-Methyl-o-toluidine 
Xylidine 

2:  4-Xylidine  (NH2  =  1) 
2:5-Xylidine  (NH2  =  1) 
2-Amino-p-cresol  Methyl 

Ether  49 

m  Dimethylamino-phenol          236 
TO-Ethylamino-phenol  271 

p--Phenetidine  458 

Xylidine-sulfonic  Acid  579 

N:  A'-Dimethyl-m-phenylene- 

diamine  244 

AT:  JV-Dimethyl-p-phenylene- 

diamine  244 

Ethyl-phenyl-hydrazine  277 

N:  JV-pimcthyl-p-phenylene- 

diamine-thipsulfonic  Acid      246 
2-H  ydroxy-thionaphthene-1- 

carboxylic  Acid  315 

5rBrpmo-2-hydroxyl-3-methyl- 

thiooaphthene  150 

5-Chloro-phenyl-thioglycol- 

o-carboxylic  Acid  171 

Isoquinoline  323 

Quinoline  503 

4-ChloTo-2-Tolyl-thioglycolic 

Acid  172 

7-Methyl-indoxyl  341 

Phenyl-glycine-o-carboxylic 

Acid     '  478 

p-Dimethylamino-benzoyl 

Chloride  232 

p-Dimethylamino-benzalde- 

hyde  231 

p-Nitroso-ethyl-o-toluidine        446 
5-Dimethylamino-2-nitroso- 

p-cresol  236 

m-Tolylene-dithiourea  570 

JV-E  thy  1- .TV-methyl-aniline         274 
TyT-Ethyl-o-toluidine  281 

Ar-Ethyl-p-toluidine  282 

Mesidine  332 

Pseudocumidine  497 

o-Amino-benzyl-dimethylamine  42 
p-Amino-benzyl-dimethyl- 

amine  42 

JV-Ethyl-4-m-tolylene-dia- 

mine  283 

A^-Ethyl-p-tolylene-diamine     283 
(m-Amino-phenyl)-trimethyl- 

ammonium  Chloride  82 

1 :  5-Dinitro-naphthalene  256 

1 :  5-and  1 :  8-Dinitro-naphtha- 

lenes  256 

1 :  8-Dinitro-naphthalene  257 

1 :  2-Naphthoquinone  381 

Naphthazarin  352 

1 :  2-Naphthoquinone-4-sul- 

fonic  Acid  382 

1:  2-Naphthoquinone-4:  6- 
disulfonic  Acid  381 


FORMULA  INDEX  OF  INTERMEDIATES 


583 


PAGE 

CioH7ClO  48        l-Chloro-8-naphthol-4-sulf  onic 

Acid 
l-Chloro-8-naphthol-5-suifonic 

Acid  16€ 

CioH7ClO7S2       l-Chloro-8-naphthol-3: 6- 

disulfonic  Acid 

CioH7NO2  l-Nitroso-2-naphthol  447 

CioH7NO8S3        1 :  8-Naphthasultam-2 :  4-di- 

sulfonic  Acid  351 

CioHs  Naphthalene  347 

CioH8Cl2N2O4S  l-(2:  5-Dichloro-4-sulfo-phen- 

yl)-3-methyl-5-pyrazolone 
CioH8N2O4S        l-Nitroso-2-naphthylamine- 

6-sulfonic  Acid 
CioHsNisOeS        l-Ammo-8-nitro-2-naphthol- 

4-sulfomc  Acid 
l-(p-Sulfo-phenyl)-5-pyrazo- 

lone-3-carboxylic  Acid 
CioHsO  a-Naphthol 

0-Naphthol 

CioH8O2  1:  5-Dihydroxy-naphthalene 

2:  7-Dihydroxy-naphthalene 
CioH8O4  7: 8-Dihydroxy-4-methyl- 

coumarin 
CioH8O4S  Croceine  Acid 

l-Naphthol-5-sulfonic  Acid 
2-Naphthol-l-sulfonic  Acid 
2-Naphthol-7-sulfonic  Acid 
Nevile-Winther's  Acid 
Schaeffer's  Acid 
CioHsOsS  1: 7-Dihydroxy-naphthalene- 

4-sulfonic  Acid 
1 :  8-Dihydroxy-naphthalene- 

4-sulfonic  Acid 
CioH8O6S2  Naphthalene-1: 5-disulfonic 

Acid 
Naphthalene-1 :  6-disulfonic 

Acid 
Naphthalene-2 :  7-disulf  onic 

Acid 
CioHsO7S2  G  Acid 

l-Naphthol-3:  6-disulfonic 

Acid 
l-Naphthol-3:  8-disulfonic 

Acid 
l-Naphthol-4: 8-disulfonic 

Acid 
2-Naphthol-3:  7-disulf  onic 

Acid 
R  Acid 

CioH8OsS2  Chromotropic  Acid 

CioHsOgSs  Naphthalene-1 :  3:  5-trisul- 

fonic  Acid 
Naphthalene-1:  3:  6-trisul- 

fonic  Acid 
doHsOioSa         l-Naphthol-3:  6:  8-trisulfonic 

Acid  379 

2-Naphthol-3:  6:  8-trisulfonic 

Acid 
CioH.N  Lepidine 

a-Naphthylamine 
/3-N  aphthy  lamine 
Quinaldine 

CioHgNO  5-Amino-l-naphthol 

GioEUNOsS         Broenner's  Acid 
Laurent's  Acid 
Naphthionic  Acid 
1  -Naphthy  lamine-2-sulf  onic 

Acid 
1  -N  aphthy  lamine-6-sulf  onic 

Acid  399,  400 

l-Naphthylamine-7-sulfonic 

Acid  400,  401 

l-Naphthylamine-8-sulfonic 

Acid     '  402 

2-Naphthylamine-l-sulfonic 

Acid     '  402 

2-Naphthylamine-5-sulfonic 

Acid  403 


448 
76 

533 
359 
361 
222 
223 

222 
179 
375 
376 
377 
413 
525 

224 
225 
348 
348 
348 


369 
370 
372 

373 
504 
173 

349 
350 


380 
331 
384 
391 
501 
62 
152 
329 
353 

398 


CioH.NOiS 


CioH9NO«S2 


CioH.NOvSz 


CioH,NO9S3 


7ioHi5NO 
IioHisNOsS 

!ioHi«N2 


PAGE 

2-Naphthylamine-7-sulfonic 

Acid 
2-Naphthylamine-8-sulfonic 

Acid  403,  405 

l-Amino-2-naphthol-4-sulfonic 

Acid  67 

l-Amino-2-naphthol-6-sulfonic 

Acid  68 

1 -Amino-5-naphthol-7-sulf  onic 

Acid  69 

l-Amino-8-naph  thol-4-sulf  onic 

Acid  69 

l-Amino-8-naphthol-5-sulfonic 

Acid 
2- Amino-  1-naph  thol-4-sulf  onic 

Acid  72 

2-Amino-3-naphthol-6-sulfonic 

Acid 

Gamma  Acid 
J  Acid 

Amino-G  Acid 
Amino-R  Acid 
Freund's  Acid 
l-Naphthylamine-3:  8-disul- 
fonic Acid 

1-Naphthy  lamine-4:  6-disul- 
fonic Acid 
1-Naphthy  lamine-4:  7-disul- 

fonic  Acid 

1-Naphthy  lamine-4:  8-disul- 
fonic Acid 
1-Naphthy lamine-5:  7-disul- 

fonic  Acid 
2-Naphthylamine-5:  7-disul- 

fonic  Acid 
l-Amino:-8-naphthol-2:  4-di- 

sulfonic  Acid 

l-Aminc^S-naphthol-S:  5-di- 
sulfonic Acid 
H  Acid 
K  Acid 
2  R  Acid 
l-Naphthylamine-3:  6:  8- 

trisulfonic  Acid 
1-Naphthy  lamine-4:  6:  8- 

trisulfonic  Acid 
2-Naphthylamine-3: 6:  8- 

trisulfonic  Acid 
3-Methy  1-  1-pheny  1-5-py  ra- 

zolone 
1 : 3-Naphthylene-diamine-6- 

sulfonic  Acid  409 

1 : 4-Naphthylene-diamine-2- 

sulfonio  Acid 
1 : 4-Naphthylene-diamine-6- 

sulfonic  Acid 
2:  7-Naphthylene-diamine- 

sulfonic  Acid 
3-Methyl-l-(p-sulfophenyl)- 

5-pyrazolone 
1:  5-N  aphthy lene-diamine- 

3 :  7-disulf  onic  Acid 
1 :  8-Naphthylene-diamine- 

3:  6-disulfonic  Acid 
4-Chloro-6-methoxy-3-methyl- 

fihenyl-thioglycolic  Acid         163 
itroso-diethyl-aniline 
5-Diethylamino-2-nitroso- 

phenol 

Diethyl-aniline 
m-Diethylamino-phenol 
Diethyl-aniline-m-sulfonic 

Acid 
N:  AT'-Diethyl-ro-phenylene- 

diamine 
N:  JV'-Diethyl-p-phenylene- 

diamine 


404 


71 


72 

294 

324 

64 

83 

285 

393 
394 
394 
395 
395 
396 
63 

64 
298 
325 

507 

406 
407 
407 
343 


410 
411 


411 


408 
409 


438 

215 
217 
215 

218 
219 


220 

Diethyl-p-phenylene-diamine- 
thiosulfonic  Acid  220 


584 


FORMULA  INDEX  OF  INTERMEDIATES 


PAGE 

CuHsOs 

l-Hydroxy-2-naphthoic  Acid    310 
3-Hydroxy-2-naphthoic  Acid    310 

CnH8O7S 

1:  7-Dihydroxy-2-naphthoic- 

C13H14N407S2 

4-sulfonic  Acid                         227 

1  :  7-Dihydroxy-6-naphthoic- 

Ci4HeBr4N2O2 

3-sulfonic  Acid                         228 

CuHioO3S2 

5-Ethylmercapto-2-hydroxy- 
thionaphthene-1-carboxylic 

CuHeCbOi! 

Acid                                           273 

CnHioO4S 

5-Ethoxy-2-hydroxy-thionaph- 

Ci4H6N2O6 

thene-1-carboxyhc  Acid         268 

CnHuNO4S 
CuHuClNO 

Methyl-gamma  Acid                  340 
p-Diethylamino-benzoyl 
Chloride                                    213 

Ci4H6N2Oi4S2 
CuH6N2Oi6S2 

CuHnNO 

3-Diethylamino-p-cresol           '  214 

CnHigNj 
Ci2H«02 

p-Amino-benzyl-diethylamine     41 
Acenaphthenequinone                  IS 

Ci4H7Br02 

Ci2H7NO2 

/3-Naphthisatin                            358 

Ci2H»N 

Carbazole                                      154 

Ci4H7ClO2 

C12H,N30 
CuH.NaOs 

2-Amino-8-hydroxy-phenazine    57 
2:  4-Dinitro-4'-hydroxy- 

Ci4H7NOe 

diphenylamine                         255 

Ci2H,N3O7S 

2  :  4-Dinitro-diphenylamine- 

3'-sulfonic  Acid                        254 

Ci4H7NO7 

2:  4-Dinitro-dipheny  lamine- 

Ci4H7NO7S 

4'-sulfonic  Acid                        254 

ClzH.NsOloSz 

2  :  5-Dinitro-diphenylamine- 
3:  4-disulfonic  Acid                 253 

CuHsBrNOj 

CuHioClsNs 

o:  o'-Dichloro-benzidine             210 

Ci4H8Br2N2O2 

Ci2HioN2OsS 

Nitro-diphenylamine-sulfonic 

Acid                                           433 

Ci4H8ClNO2 

CizHjoNzOgSs 

Benzidine-sulfon-disulfonic 

Acid                                          136 

Ci4H8O2 

C»HioN4O4 

4'-Amino-2:  4-dinitro-di- 

CijHioO 

phenylamine                              51 
•  3-Hydroxy-acenaphthene           306 

Ci4H802S 

Ci2HnN 
CizHnNO 

Diphenylamine                            261 
m-Hydroxy-diphenylamine        309 

Cl4H804 

Ci2HnNO2 
Ci2HiiNOsS 

a-Naphthyl-glycine                      412 
Diphenylamine-sulfonic  Acid    262 

Ci4H8O5 

Ci2HnNO8S2 

Acetyl-H  Acid                                22 

C14H8O5S 

Amino-azo-benzene                       32 

CuHsOs 

c!2HnN3O2 

o-Nitro-benzidine                        431 

Ci4H8O8S2 

Ci2HuN3O3 

2-Amino-4'-hydroxy-4-nitro- 

diphenylamine                           56 

CuHuNjOsS 

Amino-azo-benzene-sulfonic 

Acid                                             34 

CwHuNaOeSz 

Amino-azo-benzene-disulfonic 

Acid                                           33 

Ci4H9NO2 

C12H,2N, 

o-Amino-diphenylamine               52 
p-Amino-diphenylamine               52 

CuHsNOs 

Benzidine                                      125 

Ci2Hi2N2O 

4-Amino-4'-hydroxy-diphenyl- 

Ci4H»NO4 

amine                                           56 

CizHuN^aS 

p-Amino-diphenylamine-2- 
sulfonic  Acid                              53 

Ci4H»NOt 

Benzidine-sulfonic  Acid              136 

CuH.NOsS 

Ci2Hi2N2O4S 

Acetyl-1:  4-naphthylene-dia- 

mine-6-sulfonic  Acid                 22 

CuHio 

Ci2H12N2O6S2 

Benzidine-disulfonic  Acid          135 

CuHioNstO 

Ci2Hi2N2S 

Thioaniline                                   541 

Ci4HioN2O2 

Ethyl-o-naphthylamine              275 

CwH^NO 

l-Amino-2-naphthol  Ethyl 

Ether                                           66 

Ci4HioN2O4 

Ci2Hi»NO3S 

Ethyl-2-naphthylamine-7-sul- 

Ci4HioN2OioS2 

fonic  Acid                                 276 

Ci2Hi3N04S 

Dimethyl-gamma  Acid               243 

CuHioO 

Ci2Hi3N3 

Ethyl-gamma  Acid                     272 
p:  p'-Diamino-diphenylamine   192 
2:  4-Diamino-4'-hydroxy-di- 

Ci4HioO2 
CuHioOs 

phenylamine                             197 

CitHuNiOi 

Ci2HuN6 

4-Amino-chrysoidine                     47 

CitHuNO* 

Gallanilide                                    289 

Ci4Hi2N2OsS2 

CisHuNiS 

Thio-carbanilide                          542 

Ci3HnN 
Ci3Hi3NO3S 

JV-Methyl-diphenylamine          338 
JV-Methyl-diphenylamine- 

Ci4Hi2N2OioS2 

sulfonic  Acid                            339 

"i    TT  »"M«a 

Ci3Hi4N2 

p:  p'-Diamino-diphenyl- 

^14JJ14>sJ2Q6g2 

methane                                    192 

PAGE 

A^-PhenyW-m-tolylene- 

diamine  485 

Diamino-diphenyl-urea-disul- 

'     '    "  193 


fonic  Acid 
2:4:6:  8-Tetrabromo-l:  5- 

diamino-anthraquinone 
1 :  5-Dichloro-anthraquinone 
2 :  6-Dichloro-anthraquinone 
2 :  7-Dichloro-anthraquinone 
Dinitro-anthraquinones 
1 :  5-Dinitro-anthraquinone 
1:  5-Dinitro-anthraflavic-3:  7- 

disulfonic  Acid 
4:  8-Dinitro-anthrachrysone- 

2:  6-disulfonic  Acid  249 

1-Bromo-anthraquinone  149 

l-Amino-2 : 4-dibromo-anthra- 

quinone  50 

1-Chloro-anthraquinone  156 

2-Chloro-anthraquinone 
Nitro-alizarin  (crude) 
3-Nitrc-alizarin 
4-Nitro-alizarin 
3-Nitro-flavopurpurin 
l-Nitro-anthraquinone-6- 

sulfonic  Acid 
l-Amino-2-bromo-4-hydroxy- 

anthraquinone 
1:  4-Diamino-2:  3-dibromo- 

anthraqui  none 
l-Amino-6-chloro-anthra- 

quinone 
Anthraquinone 
Phenanthrene-quinone 
l-(or  2-)Mercapto-anthra- 

quinone 
Alizarin 
Anthrarufin 
Quinizarin 
Purpurin 

Anthraquinone-2-sulf  onic  Acidl  14 
Anthrachrysone  109 

Anthraquinone- 1:  5-and  1:  8- 

disulfonic  Acids 
Anthraquinone-2:  6-disulfonic 

Acid  112 

Anthraquinone-2:  7-disulfonic 

Acid 

1-Amino-anthraquinone 
2-Amino-anthraqiunone 
l-Amino-4-hydroxy-anthra- 

quinone 

3-Amino-alizaiin 
4-Amino-alizarin 
l-Amino-4:  5:  8-trihydroxy- 

anthraquinone 
1:  5-and  1:  8-Amino-anthia- 

quinone-sulfonic  Acids 
Anthracene 
2-Isatin  Anilide 
Diamino-anthraquinones 
1 : 4-Diamino-anthraquinone 
1 :  5-Diamino-anthraquinone 
4:  8-Diamino-anthrarufin 
Dinitro-stilbene-disulfonic 

Acid 

1-Anthrol 
9-Anthrol 

1-Hydroxy-anthranol 
o-Benzoyl-benzoic  Acid 
1:2:  4-Triamino-anthra- 


535 
207 
208 
208 
250 
251 

249 


157 
418 
418 
419 
433 

427 

44 

191 

45 
111 
458 

332 
24 
116 
502 
498 


112 


113 
29 
30 

55 
27 
28 

88 

31 
108 
321 
189 
187 
188 
189 


117 
118 
307 
140 


quinone  573 

Dehy  dr  o-thio-p-  toluidine- 

sulfonic  Acid  182 

Dimt  ro-dibenzy  1-disulf  onic 

Acid  252 

Dehydro-thio-p-toluidine  181 

Diamino-stilbene-disulfonic 

Acid  199 


FORMULA  INDEX  OF  INTERMEDIATES 


585 


CuHisN  Benzyl-methyl-amline 

CuHuNs  o-Amino-azo-toluene 

CuHuN3O3S      o-Amino-azo-toluene-sulfonic 

Acid 
Ci  4Hi  sN  3O  tSz     Dime  thy  lami  nq-azo-benzene- 

disulfonic  Acids 
Ci4Hi6N2  o-Tolidine 

Ci4HisN2O  4-Dimethylamino-4'-hydroxy- 

diphenylamine 
Ethoxy-benzidine 
Ci4Hi6N2O2         Dianisidine 
Ci4Hi6N2O2S       A7-(3-Amino-4-methyl-phenyl) 

p-toluene-sulf  amide 

CuHi«N2O6S2     o-Tolidine-disulfonic  Acid 
Ci4Hi«N4  Dimethyl-p:  p'-diamino-azo- 

benzene 

Ci4Hi6N4O          Diamino-azoxy-toluene 
CnHnNs  p:  p  -Diamino-ditolyl-amine 

CuH7ClO4          l-Chloro-anthraquinone-2- 

carboxylic  Acid 
CuHsClNOs       2-Anthraquinonyl-urea 

Chloride 
CisHioBrNO2      l-Amino-4-bromo-2-methyl- 

anthraquinone 
l-Bromo-4-methylamino- 

anthraquinone 
2-Bromo-l-methylamino- 

anthraquinone 

Ci5HioO2  2-Methyl-anthraquinone 

CisHiiNO2          l-Amino-2-meth>l-anthra- 

quinone 

1-Methylamino-anthraquinone  335 
CisHnNOs          l-Amino-4-methoxy-anthra- 

quinone 

Ci5Hi7N  Benzyl-ethyl-aniline 

CuHnNO  3-Ethoxy-4'-methyl-diphenyl- 

amine 

CisHnNOsS       Ethyl-sulfobenzyl-aniline 
Ci5Hi7NOeS2      Benzyl-ethyl-aniline-disul- 

fonic  Acid 
CisHnNa  p-Amino-benzylidene-ethyl- 

phenyl-hydrazone 

Ci5HisN2  p:  p'-Diammo-ditolyl-methane"195 

Ars-Ethyl-Ari-phenyl-4-wi- 

toly  lene-d  iamine 
Ci5HisN2O3S      Ethyl-sulfobenzyl-p-pheny- 

lene-diamine 

CisHi8N2O6S3     Ethyl-sulfobenzyl-p-phenyl- 
ene-diamine-thiosulfonic 
Acid 

Ci6HioN2O2         Indirubin 
CisHnNOs          1-Acetamido-anthraquinone 
2-Acetamido-anthraquinone 
0-Hy  droxy -naphthoquinony  1- 

aniline-p-sulf onic  A  cid 
Resorcinol-surcinein 
Phenyl-a-naphthylamine 
Phenyl-^-naphthylamine 
Pheny  1-  1-naphthy  lamine-S- 

sulfonic  Acid 
Pheriyl-gamma  Acid 
DiacetVl-o:  o'-dinitro-benzi- 

dine 
(Dimethylamino-hydrqxy- 

benzoyl)-benzoic  Acid 
Dehydro-thio-m-xylidine 
tso-Dehydro-thio-m-xylidine 
4-Dimethylamino-3'-methoxy- 

benzophenone 
Ci6HisN2O          Dimethylamino-benzoyl- 

methyl-aniline 
CieHnNj  Amino-azo-xylene 

p-Diethylamino-azo-benzene 
Ci7H9ClO  Chloro-benzanthrone 

Ci7Hi0BrNO2      4-Bromo-Ar-methyl-anthra- 
pyridope 


CieHisN 
Ci  sHi  3NO  3S 

Ci6Hi3NO4S 
Ci6HuN4O« 

Ci6HisNO4 

CieHiBN2S 


PAGE 
146 

CnHioO 

PAGB 
Benzanthrone                               123 

35 

CnHiiN 

Benzyl-a-naphthylamine            147 

Methyl-phenyl-a-naphthyl- 

36 

amine                                        342 

Methyl-phenyl-0-naphthyl- 

230 

amine                                342 

545 
234 

CnHuNOaS 

p-Tolyl-a-naphthylamine          571 
p-Tolyl-l-naphthylamine-8- 
sulfonic  Acid                            572 

267 

CnH2oN2O 

Ketone                                          327 

201 

CnH22N2 

Diamino-dixylyl-methane          195 

)- 

4:  4'-Dimethyl-diamino-3:  3'- 

60 

ditolyl-methane                       242 

550 

p:  p'-Tetramethyl-diamino- 

diphenyl-methane                   539 

242 

Ci7H~22N2O 

Hydrol                                          304 

190 
194 

Ci7H22N2O3S 

p:  p'-Tetramethyl-diamino- 
diphenyl-methane-sulfonic 
Acid                                           540 

158 

CnHnNiOiS 

p:  p'-Tetramethyl-diamino- 
benzohydrol-sulfonic  Acid     538 

116 
44 

C18Hi2O 
CisHi2O3 

Methyl-benzanthrone 
Naphthoyl-benzoic  Acid            383 
1:  6-  (or  1:  7-)Diacetamido- 

anthraquinone                         186 

151 

Ci8Hi«N2 

N:  JV'-Diphenyl-m-phenylene- 

diamine                                     264 

151 

CigHieNzO 

4-  Pheny  lamino-4  '-hy  droxy- 

336 

diphenylamine                         463 

59 
ie335 

Ci,HisN20 

C,,Hi,N3 

C20HnNO 

4-Pheny  lamino-4  '-hydroxy- 
(phenyl-3'-tolylamine) 
Triamino-triphenyl-methane     573 
Benzanthrone-quinoline 

59 
144 

270 

C20H16N3 
C20Hi,NO3S 
C20H20N2 

a-Ammo-azo-naphthalene            35 
Dibenzyl-aniline-sulf  onic  Acid  205 
A^-Benzyl-A^-phenyl^-m- 
tolylene-diamine                      148 

278 

N:  N'-(o:  o'-Ditolyl)-m- 

phenylene-diamine                   266 

145 

N:  N'(p:  p'-Ditolyl)-w- 

phenylene-diamine                  266 

43 

C2iHi2ClNOa 

l-Benzoylamino-4-chloro-an- 

e!95 

thraquinone                              139 

C2iH34N2Oi 

l-Amino-4-benzoylamino- 

277 

anthraquinorie 

280 

C2iH20N2O 
C2iH2iN3 
C2iH28N2O 

JV-Benzoy  1-o-tolidine 
Anhydro-formaldehy  de-aniline  89 
p:  p'-Tetraethyl-diamino-ben- 

zophenone                                537 

280 

C2iH30N2 

p:  p'-Tetraethyl-diamino-di- 

320 
20 

C2iH30N20 

phenyl-methane                       538 
p:  p'-TetraeMiyl-diamino-ben- 

20 

zohydrol                                   536 

311 

C22Hi8N204S 

4-  (p-Hy  droxy-pheny  1-amino)  - 
1-phenylamino-naphthalene- 

516 

8-sulfomc  Acid 

482 
483 

C23H,8 

C23H26N2 

Diphenyl-naphthyl-methane     263 
Diamino-dixyiyl-phenyl-me- 

thane                                 „     196 

484 
474 

C23H27N3 

m-Amino-tetramethyl-p':  p"- 
diamino-triphenyl-methane     86 

187 
233 

C24H22N2 

C26H2oN, 

JV:  ^'-(p:p'-Ditolyl)-2:7- 
naphthyiene-diamme              265 
N:  Ar'-Di-2-naphthyl-m- 
phenylene-diamine 

184 

C*    TT    TV  Oj 

Indan  throne 

185 

c3S?aOS 

Indanthrone-sulfpnic  Acid         317 
4  Primuline-sulfonic  Acid  (So- 

235 

dium  Salt) 

232 
37 
213 

Primuline-sulfonic  Acid             495 
Sulfo-m-tolylene-diamine-bis- 
(carbonyl-amino-naphthol- 
sulfonic  Acid)                           534 

160 

C30Hi8O4 

2:  2'-Dimethyl-l:  I'-bianthra- 

quinone 

152 

PART  II 

GLOSSARY  OF  DYE   NAMES 

AND 

PAGE   INDEX  OF  SCHULTZ   NUMBERS 


GLOSSARY  OF  DYE  NAMES 

The  number  of  dye  names  in  use  is  very  large.  Norton,  in  Artificial 
Dyestuffs  Used  in  U.  S.,  lists  almost  six  thousand  in  his  index  where 
often  a  number  of  individual  marks  are  grouped  together  under  the 
abbreviation  V.M.  (Various  Marks). 

The  list  of  dyes  in  stock  in  the  German  dye  factories  on  August  15, 
1919,  the  so-called  Reparation  Dyes,  embrace  over  seven  thousand 
marks. 

Throughout  Germany,  Switzerland,  United  States,  France  and  Eng- 
land, there  are  probably  twelve  thousand  different  dye  marks  in  use, 
many  of  these  being  for  the  same  chemical  compound  of  the  same  or 
of  different  degrees  of  purity. 

This  glossary  is  based  largely  upon  the  list  given  in  the  index  of  Dr. 
Thomas  H.  Norton's  Artificial  Dyestuffs  Used  in  the  U.  S.,  which  is 
used  by  permission.  A  number  of  corrections  have  been  made  to  this 
list,  and  a  great  number  of  additions.  These  additions  comprise  all 
the  names  first  given  in  Schultz's  Farbstofftabellen,  and  many  more  from 
various  sources.  However,  a  number  of  the  separate  marks  for  a 
given  name  are  often  here  listed  on  the  same  line  to  save  space. 

The  new  American  and  English  names  that  have  arisen  during  the 
past  few  years  have  not  been  included,  due  to  difficulty  of  adequately 
treating  them. 

This  glossary  copies  Norton  in  assigning  Schultz  numbers  followed  by 
letters  to  dyes  closely  related  to  a  given  Schultz  Dye.  Norton's  prac- 
tice regarding  dyes  of  unknown  composition  is  also  used,  the  numbers 
here  employed  being  the  same  as  given  in  Norton.  Hence  ready  refer- 
ence can  be  made  to  Norton's  book  for  statistical  information  con- 
cerning these  dyes  of  unknown  composition,  which  could  not  be  classi- 
fied in  these  tables.  Some  of  Norton's  dyes  of  unknown  composition 
have  been  identified  and  the  proper  Schultz  number  assigned. 

Under  Serial  Number  Column  those  numbers  without  any  letter 
prefixed  refer  to  Schultz  Numbers;  those  with  a  prefix  of  A,  S,  or  U 
refer  to  Azo,  Sulfur  or  unclassified  dyes  of  unknown  composition. 
V.M.  is  used  for  Various  Marks  as  applied  to  dye  names,  and  Var. 
means  various  manufacturers  and  is  employed  rather  than  list  a  con- 
siderable number  of  manufacturers  for  a  given  dye. 

589 


590  GLOSSARY  OF  DYE  NAMES 

The  following  abbreviations  are  used  for  manufacturers. 

A Actien-Gesellschaft  f iir  Anilin-Fabrikation,  Berlin 

AW A.  Wiescher  &  Co.,  Successors,  Haeren,  Belgium 

B Badische  Anilin-  und  Soda-Fabrik,  Ludwigshaf en 

BrAlizCo.  British  Alizarin  Co. 

BD British  Dyes,  Ltd.,  Huddersfield 

BK Leipziger  Anilinfabrik  Beyer  &  Kegel,  Furstenberg 

By Farbenfabriken  vorm.  F.  Bayer  &  Co.,  Leverkusen 

ByCo Bayer  &  Co.,  Rensselaer,  N.  Y. 

C Leopold  Cassella  &  Co.,  Frankfort  on  the  Main 

CICo  ....  Clayton  Aniline  Co.,  Clayton  near  Manchester 
CDCo . .  .Central  Dyestuff  Co.,  Newark,  N.  J. 

CG Chemikalienwerk  Griesheim,  Griesheim  on  the  Main 

CJ '  Carl  Jager  Anilinfarbenf abrik,  Diisseldorf 

CR Clauss  &  Co.  (formerly  Claus  &  R6e),  Clayton  near  Manchester 

CV Colne  Vale  Chemical  Co.,  Milnsbridge  near  Huddersfield 

DH Farbwerke  vorm.  L.  Durand,  Huguenin  &  Co.,  Germany  and 

France 

FA Parbwerk  Ammersfoort,  Ammersfoort,  Netherlands 

G Geigy,  Basel 

GrE Chemische  Fabrik  Griesheim-Elektron,  Offenbach  on  the  Main 

H Read  Holliday  &  Sons,  Huddersfield 

H&M ....  Heller  &  Merz  Co.,  Newark,  N.  J. 

I Gesellschaft  fur  chemische  Industrie,  Basel 

K Kalle  &  Co.,  Biebrich  on  the  Rhine 

Ki Kinzlberger  &  Co.,  in  Prague 

L Farbwerk  Miilheim  vorm.  A.  Leonhardt  &  Co.,  Mulheim 

Lev Levenstein,  Ltd.,  Crumpsall  Vale 

M Farbwerke  vorm.  Meister  Lucius  &  Bnining,  Hochst 

NF Niederlandesche  Farben-und  Chemikalienf abrik  Delft,  Delft. 

P Socie*t6  Anonyme  des  Matieres  colorantes  et  produits  chimiques 

St.  Denis  (formerly  A.  Poirrer),  St.  Denis 

Q Imports  of  Unknown  Source 

S Chemische  Fabrik  vorm.  Sandoz  &  Co.  Basel 

Sch Schoellkopf  Aniline  &  Chemical  Works,  Buffalo,  now  National 

Aniline  &  Chemical  Co. 

tM Chemische  Fabriken  vorm.  Weiler-ter-Meer,  Uerdinger 

WB W.  Beckers  Aniline  and  Chemical  Works,  Brooklyn 

WD Wiilfing  Dahl  &  Co.,  Barmen 

Note.    Within  the  past  few  years  many  of  these  companies  have  consolida  .ed  or 
changed  names. 


GLOSSARY  OF  DYE  NAMES 


591 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Acetyl  Red  GX 

B 

U90 

tM  BK 

212 

Acetylene  Bl  ic  3  B  

G 

U648 

K 

2i2a 

Acetylene  Blue  6  B         .... 

G 

U649 

Acid  Brown  RN 

G 

212a 

M 

159 

Acid  Brown  SR      

K 

2i2a 

Acid  Alizarin  Black  R    .... 

M 

159 

I 

212a 

Acid  Alizarin  Black  SE  .  .  .  . 
Acid  Alizarin  Black  SN  .  .  .  . 

M 
M 

288 
289 

Acid  Brown  Y  
A.cid  Chrome  Black  G    .... 

P 
I 

212 
Al47a 

Acid  Alizarin  Black  SR  
Acid  Alizarin  Brown  B  
Acid  Alizarin  Blue  
Acid  Alizarin  Blue  BB,  GR. 
Acid  Alizarin  Garnet  
Acid  Alizarin  Garnet  R  .  .  .  . 
Acid  Alizarin  Green  B,  G  . 
Acid  Alizarin  Green  3  G  

CV 
B 

M' 

M' 

M 
I 
M 

288a 
154 
790 
790 
155 
155 
796 
796a 
202 

Acid  Chrome  Black  LG  
Acid  Chrome  Black  RH.  .  .  . 
Acid  Chrome  Black  RH  
Acid  Chrome  Black  RHN  .  . 
Acid  Chrome  Black  WS  
Acid  Chrome  Black  1551  .  .  . 
Acid  Chrome  Blue  
Acid  Chiome  Blue  (reddish) 

By 
§y 

BK 
By 
CV 
K 
AW 
Bv 

A147 
A148 
A610 
A148a 
A149 
A723 
U302 
A532 
U209 

Acid  Alizarin  Violet  N    .  •  •  • 

M 

294 

CV 

A724 

Acid  Alizarin  Yellow  GGW. 

M 
Bv 

156 

88 

Acid  Chrome  Blue  3  G  
Acid  Chrome  Red  N     

By 
CV 

U206 
A725 

Acid  Anthracene  Brown  M,  P 
Acid  Anthracene  Brown  PG 
Acid  Anthracene  Brown  R.  . 
Acid  Anthracene  Brown 
RH,  W                    

By 

By       • 
By 

By 

88a 
88a 
88 

88a 

Acid  Chrome  Blue  2  R  
Acid  Chrome  Blue  5  R  
Acid  Chrome  Violet  R  
Acid  Corinth  
A.cid  Corinth  240  S  

By 
By 
By 
tM 
G 

U207 
U208 
U210 
U522 
U602 

Acid  Anthracene  Brown 
WSG 

Bv 

88a 

Acid  Cresol  Black  4196  

GrE 

g 

U501 
166a 

B? 

400 

O 

166a 

AcidAnthracene  Red  5  BL,  G 
Acid  Black                  

& 

400a 
217e 

Acid  Cyanine  BF  
A.cid  Dark  Green  

A 

705b 
505b 

I 

217e 

590 

Acid  Black  AS 

Q 

269c 

Acid  Eosine  CA  G          .... 

B 

590a 

Acid  Black  10  B           

WB 

217 

Acid  Eosine  3  G           

CJ 

590a 

Acid  Black  6  BA  
Acid  Black  4  BD         

CG 
I 

217e 
217e 

Acid  Eosine  L  new,  LB  .... 
Acid  Eosine  L  27314,  SP  .  .  . 

B 
B 

590a 
590a 

Acid  Black  BR                 •  •  •  • 

G 

269c 

A.cid  Eosine  1632           

K 

590a 

Acid  Blark  "RTf 

tM 

269 

Acid  Eosine  13389           .... 

CJ 

590a 

Acid  Black  D         

I 

217e 

A-cid  Fast  Blue  SB  

WB 

189 

Acid  Black  F                      •  •  • 

Bv 

A144 

A.cid  Fast  Blue  SR          .  .  .  • 

WB 

188 

Arid  "Rim-*  -  TTW 

Q 

269c 

AW 

A533 

Acid  Black  G   HA  HAS    .  . 

I 

217e 

A,cid  Fast  •Violet           

AW 

U551 

Acid  Black  H*         '      

S 

217e 

524 

Acid  Black  KB                 .... 

269c 

I 

504 

Acid  Black  M               

A145 

tM 

502a 

Acid  Black  M                 

BK 

217e 

A.cid  Green                  

WD 

505 

Acid  Black  M                   .  .  .  • 

jj 

269  c 

A.cid  Green  (V  M  )       

c 

505a 

Acid  Black  ^O                

s 

217e 

Acid  Green  2  A  B,  2  BA.  .  . 

tM 

502a 

Acid  Black  32 

jj 

269  c 

Acid  Green  2  B            

p 

502 

Acid  Rlcipk  90^4 

J£ 

217e 

Acid  Green  6B   BW        .... 

504 

Acid  Black  2195  
Acid  Blue                      

BK 
AW 

217e 
543c 

Acid  Green  2  BG  

tM 
K 

502 
505 

Acid  Blue                        .... 

H&M 

539 

Acid  Green  GG        

By 

505 

Acid  Blue 

|£ 

U301 

877 

I£ 

U301 

B 

U91 

Acid  Blue  B                

s 

565 

Acid  Magenta    

Bv.C 

524 

g 

565b 

H.Sch 

524 

Arirl  "RliiA  "RA  '  C*'  T~)RS' 

Q 

543c 

CV 

524 

Acid  Blue  E 

AW 

543c 

Acid  Magenta  B,  F  

G 

524 

Acid  Blue  EX          

s 

565b 

Acid  Magenta  FCNS  

GrE 

524 

j£ 

U301 

Acid  Magenta  G        

G 

524 

Acid  Blue  AG 

K 

U301 

M 

524 

Acid  Blue  PN 

O 

543c 

A,B 

524 

Acid  Blue  R           ' 

AW 

543c 

Acid  Magenta  S  

GrE 

524 

Acid  Blue  R 

g 

565b 

CV 

524 

Acid  Blue  5  R              .... 

Q 

543c 

Acid  Magenta  Crystals  I  ... 

CV 

524 

Acid  Blue  RBF     

562 

Acid  Milling  Black  B  

265 

Acid  Blue  V                ...... 

AW 

543 

Acid  Milling  Red  G  

293 

Acid  Blue  Y  

AW 

543c 

Acid  Milling  Scarlet  

c'lCo 
AW 

484 
A53<x 

Acid  Blue  466  
Acid  Blue  22244 

M 

s 

565b 

Acid  Olive  2764  

K 

U393 

Acid  Blue  23579 

g 

565b 

Acidol  Azo  Violet  R  

tM 

A512 

Acid  Blue  Black  
Acid  Brilliant  Red  2  B  
Acid  Brown  .  .          

AW 

§y 

A531 
A146 
U273 

Acidol  Azo  Violet  S  
Acidol  Fast  Violet  A  2  R.  .  . 
Acidol  Violet  BR  

tM 
tM 
tM 

A513 
A514 
U523 

592 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Acid  Phosphine  R  
Acid  Pure  Blue  R        

CR 
G 

606d 
U603 

Acid  Violet  C2B,  C10B  
Acid  Violet  C10B  

B 
AW 

530a 
530a 

Acid  Pure  Blue  RC  
Acid  Purple            

G 
O 

U604 
U774 

Acid  Violet  D  
A.cid  Violet  HB  

S 
H 

561a 
534a 

Acid  Red  2  B   4  B 

K 

U304 

A.cid  Violet  HW  

Bv 

527a 

Acid  Red  6  BF  
Acid  Red  CB                  .    . 

BK 
O 

U478 
U775 

Acid  Violet  KB  
Acid  Violet  NFDS  

K 
H 

530a 
534a 

Acid  Red  FL 

S 

U694 

A.cid  Violet  NG 

K 

530a 

Acid  Red  G             

K 

U304 

A.cid  Violet  PW  

B 

530a 

A.cid  Red  G 

U776 

A.cid  Violet  R  

Bv 

527a 

Acid  Red  3  G 

J£ 

U304 

A.cid  Violet  R 

G 

530a 

Acid  Red  R                     •    • 

J£ 

U304 

A.cid  Violet  R  

530a 

Acid  Red  4  R       

K 

U304 

A.cid  Violet  4  R  

B 

530a 

Acid  Red  8                     ... 

AW 

A536 

A.cid  Violet  4  R  ,  . 

Bv 

527a 

Acid  Red  3  S          

K 

U304 

A.cid  Violet  4  R  

I 

534a 

Acid  Red  G19                

K 

U304 

A.cid  Violet  4  RN  

K 

530a 

Acid  Red  1622 

j£ 

U304 

A.cid  Violet  4  RS   

M 

526 

Acid  Red  1642  
Acid  Red  1645 

K 
j£ 

U304 
U304 

Acid  Violet  RX  
Acid  Violet  S        

H 

s 

534a 
561a 

Acid  Rhodamine  B  
Acid  Rhodamine  3  B      ... 

B 
B 

U92 
U93 

Acid  Violet  SB  
Acid  Violet  1704      

% 

530a 
530a 

Acid  Rhodamine  BG 

B 

U94 

A.cid  Violet  2405 

tM 

530a 

B 

U95 

A.cid  Violet  4746 

BK 

530a 

B 

U95 

A.cid  Violet  10471  

I 

534a 

M 

583 

A.cid  Violet  10475  

I 

534a 

PT 

524 

A.cid  Violet  18502 

I 

534a 

Acid  Scarlet  G 

TJ777 

A.cid  Violet  26449 

s 

561a 

Acid  Scarlet  2  R            

O 

U778 

A.cid  Violet  Blue  

U781 

Acid  Scarlet  SG 

A 

U779 

A.cid  Violet  Red 

O 

U782 

Acid  Silk  Black  R       

Bv 

A150 

A.cid  Wool  Black   

Q 

217h 

Acid  Silver  Black  R  .  

By 

A150 

A.cid  Yellow  •  

A,  AW 

137 

Acid  Silver  Gray          

Q 

U780 

A.cid  Yellow  AC     

K 

137 

Acid  Skv  Blue                

AW 

A535 

A.cid  Yellow  D 

A 

139 

Azo  Violet                   

By  etc 

407 

A.cid  Yellow  FY  

H 

137 

Acid  Violet  (V  M  )       

p, 

530a 

A.cid  Yellow  G 

A  BK 

137 

BK 

530a 

\cid  Yellow  G 

Q  S 

137 

Acid  Violet  BB             

B  K 

530a 

Ax;id  Yellow  GG 

GrE 

136 

Acid  Violet  2  B 

H 

534a 

A.cid  Yellow  GF  

H 

137 

Acid  Violet  4  B          

By  K 

530 

A.cid  Yellow  LR 

K 

137 

Acid  Violet  4  B      

Var 

530 

A.cid  Yellow  MGS     

GrE 

136 

Acid  Violet  5  B          

AW   By 

530 

G 

602a 

Acid  Violet  5  B            

G  K 

530a 

Acid  Violet  6  B          

A  By 

529 

54666A 

L 

602a 

Acid  Violet  6  B          

G  tM 

530 

Acid  Violet  6  B        

H' 

548 

GG   W                          

L 

602 

Acid  Violet  7  B          

AW 

527 

DH 

603 

Acid  Violet  7  B        

B  H  I 

534 

kcridine  Orange  NOO   NO 

L 

603 

Acid  Violet  7  B          

K 

530a 

L 

604 

Acid  Violet  8  B      

Bv 

527a 

L 

569 

Acid  Violet  4  BC     

B 

530 

L 

602 

Acid  Violet  5  BF         

M 

530a 

Afghan  Yellow  GX 

BD 

9 

Acid  Violet  4  BL  
Acid  Violet  4  BLO  
Acid  Violet  4  BLOO      

B 
B 
K 

530a 
530a 
530a 

Agalma  Black  4  BX  
Agalma  Black  10  BX,  10  B. 
Agalma  Black  201211 

B 
B 
B 

217a 
217 
217a 

Acid  Violet  4  BLOOF  
Acid  Violet  4  BN  

B 
B,  I 

530 
527 

Agalma  Black  Green  T.  '.  '.  !  .' 

B 
B 

217b 
542 

Acid  Violet  6  BN     

B  M 

548 

Algol  Blue  G 

Bv 

844a 

Acid  Violet  6  BN  

I,WD 

548 

Algol  Blue  3  G 

By 

844 

Acid  Violet  6  BN  

tM 

530 

Algol  Blue  K          

By 

839 

Acid  Violet  7  BN       

Bv 

527 

Algol  Blue  3  R  3  RP 

By 

821 

Acid  Violet  7  BN         

M 

533 

Bv 

829 

Acid  Violet  6  BNB    

Bv 

527 

Algol  Brilliant  Orange  FR 

By 

822 

Acid  Violet  6  BNG  
Acid  Violet  3  BNO  
Acid  Violet  6  BNO      

G 
B 
B 

530 
530a 
530a 

Algol  Brilliant  Red  2  B  
Algol  Brilliant  Violet  2  B.  .  . 
Algol  Brilliant  Violet  R 

By 
By 
Bv 

819 
821 
820 

Acid  Violet  6  BNOO  

K 

530a 

By 

869 

Acid  Violet  4  BNS    

S 

527 

By 

869a 

Acid  Violet  5  BNS 

s 

561 

B? 

870 

Acid  Violet  4  BS    

Q 

530 

Bv 

847a 

Acid  Violet  6  BS  
Acid  Violet  BSC 

WD 
K 

548 
530a 

Algol  Gray  

By 
Bv 

834 
834 

Acid  Violet  4  BV  .  . 

AW 

530a 

By 

847 

Acid  Violet  BW  

By 

527a 

Algol  Olive  R.  . 

By 

833 

GLOSSARY  OF  DYE  NAMES 


593 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Algol  Orange  R  

By 

824 

Alizarin  Blue  C  2  G  

799 

Algol  Pink  R     ' 

By 

818 

lizarin  Blue  CWRB 

Algol  Red  B 

By 

825 

CWRR 

788 

Algol  Red  BB  FF 

Bv 

819 

Alizarin  Blue  DH6  GM  D 

M 

or)o_ 

Algol  Rpd  2  G  3  G 

By 

816a 

Alizarin  Blue  D  2  R  D  4 

M 

Algol  Red  5  G  ' 

B? 

816 

Alizarin  Blue  GR  GW 

M 

ono_ 

Algol  Red  FF  R 

Bv 

S19 

Alizarin  Blue  GWDS   HJ 

Bv 

ono 

Algol  Scarlet  G          

By 

815 

Alizarin  Blue  IIX 

Bv 

OQO- 

Algol  Violet  B                  ... 

By 

823 

Alizarin  Blue  JR 

Bv 

oco 

Algol  Yellow  3  G       

By 

811 

Alizarin  Blue  NFA  NHN 

By 

OQQ-, 

Algol  Yellow  6  GL  

By 

811a 

Alizarin  Blue  NS         .... 

Bv 

788 

Algol  Yellow  R  
Algol  Yellow  WF,  WG  

By 
By 

817 
814 

Alizarin  Blue  NSG  
Alizarin  Blue  S         

By 
Var 

803a 
804 

Alizadine  Black      

H 

U744 

Alizarin  Blue  SAE 

Bv 

858 

Alizadine  Black  M  

H 

U744 

Alizarin  Blue  SAP  

By 

858 

Alizadine  Deep  Brown  3  R. 
Alizadine  Orange  M  
Alizadine  Yellow  Y 

H 
H 

U745 
779 
TJ746 

Alizarin  Blue  SAWSA.  .  .  . 
izarin  Blue  SB  
Alizarin  Blue  SRM 

By 
M 
M 

804 
804a 
804 

H 

U748 

Alizarin  Blue  WG 

803 

Br.Aliz 

778 

Alizarin  Blue  WX       

B 

803 

Co. 
Br  Aliz 

778 

izarin  Blue  942  

M 

S 

804a 
en^o 

Co. 
Q  etc 

780 

izarin  Blue  (violet  shade) 
Alizarin  Blue  Black 

S 

803a 
862 

Alizarin  11  AB               

778 

c 

774* 

Alizarin  D  1140       

M 

778 

Alizarin  Blue  Black  B 

CV  M 

862 

M 

778 

§' 

862 

Alizarin  D  1399        

M 

778 

Alizarin  Blue  Black  B  3  B 

y 

862 

M 

806a 

Alizarin  Blue  Black  B  3  B 

M 

862 

Alizarin  GD              

B 

784 

Alizarin  Blue  Black  GT 

B 

774a 

Alizarin  GGX             

Bv 

785a 

787 

B 

785 

Bv 

787 

M 

778 

M 

782 

By  M 

778 

Alizarin  Brown  B  D3GO, 

M 

782 

By 

778 

M 

782 

Alizarin  IT            

M 

778 

Q 

782 

Alizarin  IWS            

M 

780 

M 

797 

Alizarin  RG           

B 

785 

zarin  Claret  Red  DB  .  .  . 

M 

•U405 

Alizarin  RVT           

Bv 

784a 

zarin  Claret  Red*DG 

M 

U406 

By 

784b 

g 

803b 

Alizarin  SDG          

M 

785 

M 

U402 

Alizarin  SX          

B 

784 

zarin  Chrome  Brown  Dl 

M 

U403 

Alizarin  SXGD        

B 

784 

M 

U407 

Alizarin  V  1  ,  V  2  A  

B 
By 

778 
780 

zarin  Crimson  DG  

M 

U408 
260 

Alizarin  11  X              

Bv 

778 

zar  in  Cyanine  G  2  G  3  G 

By 

799 

By 

785a 

By 

788 

Alizarin  XP        .  

By 

785a 

izarin  Cyanine  WRR  .... 

By 

788 

Alizarin  744  1140 

M 

778 

Alizarin  Astrol  B»  G  

By 

856 

&  V  M  )             

By 

865 

Alizarin  Azurine  D  3  R  .  .    . 
Alizarin  Black  (V.M.)  .  .  .  -    . 
Alizarin  Black  (V.M.)  ....    . 
Alizarin  Black  AB  . 

M 
B 
C 
AW.CV 

M 

U401 
774 
774b 
774b 
806a 

zarin  Cyanole  B  
izarin  Dark  Blue  DR,  S.  . 
zarin  Dark  Green  W  .  .  .  . 
izarin  Direct  Blue  B  
zarin  Direct  Blue  EB  .  .  . 

M' 

M 
M 

851 
804b 
775 
851 
851a 

Alizarin  Black  B,  3  B  

By 
AW 

774b 
774b 

izarin  Direct  Blue  ESB  .  .  . 
zarin  Direct  Blue  ESR.  .. 

M 
M 

851a 
851a 

Alizarin  Black  DBS,  EN  ... 
Alizarin  Black  ENT 

M 
M 

806a 
806a 

izarin  Direct  Cyanine  FA  . 
zarin  Direct  Green  CG,  G 

M 
M 

U409 
865 

Alizarin  Black  I  A        .... 

By 

774b 

zarin  Direct  Violet  R  .  •  •  . 

M 

852 

Alizarin  Black  P      

M 

806 

zarin  Direct  Yellow  DR. 

M 

U410 

Alizarin  Black  R          

M 

806a 

zarin  Direct  Yellow  DS.  . 

M 

U411 

Alizarin  Black  S  
Alizarin  Black  S,  SE  
Alizarin  Black  SET,  SN.  .  .  . 
Alizarin  Black  SNT  
Alizarin  Black  SR,  WR  
Alizarin  Blue  (V.M.)  
Alizarin  Blue  A  AS 

B 

M 
M 
M 
B 
C 
By 

774 
807 
807 
807 
774 
803a 
803a 

izarin  Fast  Blue  DGL.  .  .  . 
izarin  Fast  Brown  DB  .  .  . 
zarin  Fast  Brown  D  3  R. 
zarin  Fast  Brown  3  R  .  .  . 
zarin  Fast  Gray  DBL  .  .  . 
zarin  Fast  Orange  DO.  .  . 
arm  Fast  Red  D  244  .  .  . 

M 
M 
M 

M 
M 
M 
M 

U412 
U413 
U414 
U415 

U416 
U417 

U418 

Alizarin  Blue  A      

M 

803 

arin  Fast  Scarlet  D  6  BS 

M 

U419 

Alizarin  Blue  B              

M 

803a 

izarin  Fast  Scarlet  D  8  BS 

M 

U420 

M 

803a 

AW 

797 

Alizarin  TUnp  T?R    RR  3  G.  . 

Bv 

803a 

arin  Garnet  R  .  .    

M 

797 

594 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Alizarin  Gray  

C 
M 
WD 

M 
By 

&y 
WD 
M 
B 

% 
$ 

M 
B 
By 

P 

By 
By 

a 

AW 
B 

M,  etc. 
B 
M 
By 
By 
M 
M 
By 
M 
M 
M 
M 
B 
B 
B 
M 
Br.AUz. 

By 
ly 
§y 
M 

&y 
B 
B 

& 

M 
WB 
DH 
S 
By.I.M 
I.M 
M 
M 
Var. 
M 
M 

WD 

774d 
U421 
657 
805 
808a 
865 
805 
656 
805 
808 
8C8a 
805 
808a 
778 
805 
808 
894 
893 
895 
809 
894a 
894b 
852 
U783 
U422 
774c 
798 
779 
779 
779 
779 
855 
U423 
U424 
780 
780a 
780a 
786 
780 
780 
780 
784 
786 
785 
U784 
856a 
858 
855 
U211 
U212 
599 
599 
599 
854 
599 
770 
769 
48 
48 

48 
48 
482 
48 
48 
48 
48 
58a 
58 
58 
58 
410 
U538 

Alkali  Blue 

ByCo 
H&M 
Var. 
Sch 
Sch 
C 
G,  tM 
A 
M 
M 
M 
M 
A,  B 
M,  tM 
S,  tM 
I,  M 
B 
K 
B 
GrE 
A 
GiE 
GrE 
GrE 
A 
M 
B 
I 
tM 
M 
M 
K 
K 
B 
WD 
WD 
WD 

WyD 

536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
535 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536 
536a 
190 
331 
U213 
199a 
475 
392 
U539 
532 
532 
532 
532 
U214 
532 
199 
350 
U716 
U717 
U718 
U719 
U720 
U721 
U722 
U723 
U724 
A303 
257 
168 
168 
168 
168 
168 
168 
686 
220a 
31 
A413 
68 
217f 

Alkali  Blue 

Alizarin  Green  B  

Alizarin  Green  BB  
Alizarin  Green  CE,  CK     .  . 
Alizarin  Green  C,  CG  .  . 
Alizarin  Gieen  DGN,  DMA 
Alizarin  Green  G     

Alkali  Blues,  green  shades  . 
Alkali  Blues,  red  shades.  .  . 
Alkali  Blue  (V.M.)  

Alkali  Blue  (for  printing  ink 
Alkali  Blue  III 

Alizarin  Green  3  G,  S.  . 
Alizarin  Green  S      

Alkali  Blue  IV  A  

Alkali  Blue  2  AS 

Alkali  Blue  AWG,  AWR.  . 
Alkali  Blue  AWRG  
Alkali  Blue  2  B    

Alizarin  Gieen  SW 

Alizarin  -Green  V,  VD  
Alizatin  V3W  

Alkali  Blue  2  B        

Alkali  Blue  3  B  
Alkali  Blue  4  B      

Alkali  Blue  5  BA 

Alkali  Blue  BK  2 

Alizarin  Indigo  3  R  
Alizarin  Indigo  Blue  S  .  .  .  . 
Alizarin  Indigo  Green  B.  .  . 
Alizarin  Indigo  Violet  B.  .  . 
Alizarin  Irisol  D,  R  

Alkali  Blue  5  BL 

Alkali  Blue  7  BOO  
Alkali  Blue  D                   .    . 

Alkali  Blue  H  5  BKOOO  . 
Alkali  Blue  HEOOO  
Alkali  Blue  HHRROOO.   . 
Alkali  Blue  I             

Alizarin  Light"  Red  D  8  BW 
Alizarin  Milling  Black  8  B.  . 
Alizarin  Maroon  W  

Alkali  Blue  MN  
Alkali  Blue  N         

Alkali  Blue  R                     ... 

Alizarin  Orange  A  
Alizarin  Orange  DG.DN.GR 

Alkali  Blue  3  R,  5  R,  6  R.  . 
Alkali  Blue  RM,  RRM  
Alkali  Blue  2  
Alkali  Blue  1756        

Alizarin  Pure  Blue  B  
Alizarin  Pure  Blue  DPH  .  .  . 
Alizarin  Pure  Yellow  DHS.  . 
Alizarin  Red  (V.M.)  
Alizarin  Red  (yellow)  

Alkali  Blue  1757  
Alkali  Blue  11408        

Alkali  Brilliant  Blue  G  

Alizarin  Red  D4B,  D10B,  DG 
Alizarin  Red  G  

Alkali  Dark  Brown  GV  
Alkali  Fast  Green  3  G  
Alkali  Fast  Yellow        

Alizarin  Red  IWS  
Alizarin  Red  SWB,  SWBB  . 
Alizarin  Red  SWR,  WB  .  .  .  . 
Alizarin  Red  SX  

Alkali  Green  D    

Alkali  Orange  GT        

WD 
K 
M 
B 
B 

r 

AW 
WD 
CV 
CV 
CV 
CV 
CV 
CV 
CV 

cv 
cv 
c 
c 

C,  etc. 
CDCo 
C 
BK 
B 
tM 
K 
A 
Var. 
M 
CDCo 
M 

Alkali  Rubine 

Alizarin  Red  3  WS  

Alkali  Violet             

Alizarin  Red  YCA  

Alkali  Violet  AS 

Alizarin  Rose  GWG  .... 

Alkali  Violet  6  B 

Alizarin  Rubinol  5  G,  R  
Alizarin  Saphirol  B,  SE  
Alizarin  Sky  Blue  B  

Alkali  Violet  6  BO           .... 

Alkali  Violet  LR      

Alkali  Violet  421          

AlizaiinUianol  12  B  

Alkali  Yellow  
Alkali  Yellow  R         

Alizarin  Violet  (V  M.)  

Alpha  Black  6  BN  
\lpha  Black  JC 

Alizarin  Violet  DH  

Alpha  Chrome  Blue  A  
Alpha  Chrome  Brown  6  GA 
Alpha  Chrome  Brown  N  .  .  . 
Alpha  Chrome  Green  6  B.  .  . 
Alpha  Chrome  Orange  RK  . 
Alpha  Chrome  Red  3  B  
Alpha  Chrome  Yellow  C  .  .  . 
Alphanol  Black  (V.M.)  
AlphanolBlue  (V.M.)  

Alizarin  Viridine  DG,  FF.  .. 
Alizarin  Violet  N 

Alizarin  Yellow  C 

Alizarin  Yellow  CY  

Alizarin  Yellow  DGC,  D  3  G 
Alizarin  Yellow  DOG,  DOO, 
DR  .               

Alizarin  Yellow  FF  
Alizarin  Yellow  FS  
Alizarin  Yellow  G  

Amaranth           

Alizarin  Yellow  GG  
Alizarin  Yellow  5G  
Alizarin  Yellow  GGW..  .  . 
Alizarin  Yellow  O  

Amethyst  Violet  

Alizarin  Yellow  R  

Amido  Acid  Black  B,  4  B,  BS 
imido-azo-benzene  
Amido  Azo  Black    

Alizarin  Yellow  3  RN  .  .  . 

Alizarin  Yellow  RW  

Alkali  Azurine  G  

Amido-azo-toluene  
Amido  Black  A  2  G  

Alkali  Black.. 

GLOSSARY  OF  DYE  NAMES 


595 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Amido  Black  10  B 

M 

217 

Amido  Black  4024  

M 

2l7f 

(V  M  )  

c 

A326 

Amido  Blue  B  
Amido  Blue  GGR  
Amido  Dark  Bottle  Green  B 
Amido  Gallamine  Blue  

M 
M 

M 
DH 

U425 

U426 
U427 
638 

Anthracene  Dark  Blue  W  .  . 
Anthracene  Direct  Green  .  .  . 
Anthracene  Red  
Anthracene  Red  WB  

B 
C 
By.I 

790b 
U274 
355 
355 

Amido  Naphthol  Black  4  B  . 

M 

A414 

Anthracene  R,ed  10430   .... 

I 

355 

Amido  Naphthol  Black  RK  . 
Amido  Naphthol  Red  2  B  .  . 

M 
M 

A415 
66a 

Anthracene  Violet  
Anthracene  Yellow      

I 

Bv 

599 
773 

Amido  Naphthol  Red  6  B  .  . 
Amido  Naphthol  Red  G.  .  .  . 
Amido  Red  BL                .... 

M 
M 
M 

66 
42 
A416 

Anthracene  Yellow  (V.M.)  .  . 
Anthracene  Yellow  C  

cy 

By.etc. 
BK 

177a 
294 
°94 

Amido  Yellow  FJ 

M 

A417 

j 

773a 

Amine  Black  4  B         

A. 

1364 

Anthi  a^ene  Yellow  RN  ,  3  RN 

M 

58b 

Amine  Black  10  B  
Amine  Black  4  BM  

A 
A 

U65 
U66 

Anthiachrome  Red  A  
Anthracite  Black  

I, 

c 

A501 
267 

Amine  Black  S  4  B  
Amine  Black  SL         

A 
A. 

U67 

U68 

Anthracyanine  S,  SR  
Anthi  acy  1  Blue  SWR  

cv 

627 
A726 

Amine  Black  Green  B  

A 
A 

U69 
U70 

Anthracyl  Chrome  Blue  2  B 
Anthraoy  1  Chrome  Blue  D  .  . 

tM 

tM 

A524 
A525 

Var 

922 

Anthracvl  Chrome  Biown  D 

WD 

154 

Aniline  Black  15908  
Aniline  Blue  Spirit  Soluble. 

B 

Var 

922 
521 

AnthracylChromeGreenA.D 

WD 
B 

91 
759 

Aniline  Blue'B 

tM 

521 

WD 

U540 

Aniline  Blue  2  B  
Aniline  Blue  3  B   RN   

A 
tM 

521 
521 

Anthtaquinone  Black  

B 
B 

749 
861 

Aniline  Blue  6416 

CG 

521 

Aniline  Red  B              

I 

512 

BXO                      

B 

863 

B 

6 

\.nthraquinone    Green 

Q 

GXNO   GX        

B 

864 

U97 

\nthraquinone  Violet  

B 

853 

Anthosine  3  B              

B 

U98 

K 

U305 

Anthosine  5  B          

B 

U99 

kpollo  Red  B  

G 

54 

\pollo  Red  G                   •    -  • 

Q 

54 

(V  M  )                 

C  etc 

277 

Archil  Substitute  V  

P 

52 

Anthracene  Acid  Blue  (V.M.) 
Anthracene  Acid  Brown.  .  .  . 
Anthracene  Acid  Brown  B.  . 
Anthracene  Acid  Brown  G,R 

C 

M.'C 

c 

A311 

221 
492 
221 

Archil  Substitute  3  VN  
Artificial  Silk  Black  R  
Artificial  Silk  Black  G  

P 

By 
By 
Bv 

53 
U216 
U215 
494 

Q 

U650 

Var 

493 

Anthracene  Acid  Red  3  B  .  . 

355 

I,  B 

494 

Anthracene  Black  FF       .  .  • 

C 

A312 

tM  G 

494 

Var 

800 

s 

493 

Anthracene  Blue  3  G  

M 
B 

800a 
790a 

Auramine  O  

B..I 

493 
493 

Anthracene  Blue  SWGG, 
SWR 

B 

790a 

Auramine  OO  3,  OO  4  

K 
B  K 

493 
493 

Anthracene  Blue  SWX 

B 

790 

\.uramine  OOP                 .... 

I 

493 

Anthracene  Blue  WB   WG  . 

B 

800 

B 

493 

B 

801 

\urarnine  23112             

K 

493 

Anthracene  Blue  WN       .  .  . 

B 

790a 

K 

493 

Anthracene  Blue  WR  W  3  R 

B 

789 

B  etc 

555 

B 

S02 

\         1      p1  '""•""        Y^T> 

M 

609c 

tM 

722 

(V.M.)  
Anthiacene  Brown  

C 
B 
Bv 

181a 

782 
782a 

Auronal  Black  3  A,  4  A  
Auronal  Black  4  A,  4  G,  5  G 
\uror»al  Black  B          

G 

tM 

tM 

722a 
722a 

727 

Antniacene  orow     :£' 

H 

782 

Auronal  Black  N  2  R   

tiki 

722 

Bv 

782a 

Auronal  Black  3     

tM 

722a 

Anthracene  Brown  SW.  .    .  . 

B 

782 

Auronal  Blue  D  

tM 
tM 

S137 
S138 

(V  M  ) 

C 

A318 

Auional  Orange  R  

tM 

S140 

tM 

S139 

FF      

C 

865 

Aurophosphine  G,  4  G  

A 

606a 

Q 

A322 

Q 

U785    • 

AntnraceneL/nroma  ^e  i 

p 

732 

(V.lVi.)  
Anthracene  Chrome  Black 
(V  M  ) 

C 

c 

A3  13 

185 

Autogene  Black  EEB  
Autol  Red  BL  
Autol  Red  RL,  RLP  

P 
B 
B 

723 
56 
106 

Anthracene  Chrome   Black 
FF  ex                           

C 

185 

Azarine  S  
Azidine  Blue  B,  BALG  

M 
CJ 

86 
410 

c 

A323 

Azidine  Blue  3  B 

CJ 

391 

Anthra.f»nnp  Chrome  Green 

c 

A325 

Azidine  Blue  BAN  

CJ 

410 

596 


GLOSSARY  OF  DYE  NAMES 


Name 

Man  u- 
fao- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

'  Azidine  Blue  BX         

CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
M 
M 
M 
M 
M 
K,  M 
S 
By 

&y 

M 
M 
M 
WD 
K 
Var. 
By 
By 
A 
DH 
DH 

f 

M 
GrE 
By,  etc 
Sch 
M 
A 
B 
Var 
B 
B 
B 
B 
K 

k" 

G 
A 
By 
WD 
WD 
GrE 

By 
By,  etc. 
C 
C 
B 
B 
B 
tM 
B 
B 
B 
B 
By 
By 
By 

386 
410 
313 
A454 
A455 
281 
282 
A456 
280 
392 
424 
304 
420 
A418 
A419 
A420 
A421 
63 
63 
63 
63a 
A151 
64b 
64 
64a 
64 
163 
163 
168 
229 
229 
141 
292 
291 
A  152 
44 
A422 
381 
377 
112 
160a 
50 
673 
672 
673 
673 
672 
672 
A389 
164 
163b 
84 
77 
95 
65 
65 
481 
65 
A153 
94 
A329 
A332 
141a 
141a 
141a 
140 
141a 
140 
141 
141a 
71 
147 
146 

§" 

Bv 
AW 
AW 
K 
B 
CV 
B 
GrE 
C 
GrE 
CV 
CV 
CV 

I 

C 
A 
FA 
M 
M 
M 
M 
C,A 
S 
Sch 
C,  etc. 
tM 
GrE 
S 
A 
WB 
C 
GrE 

gy 

C 
C 
K 
K,M 

Var. 
Sch 
tM 
Sch 
tM 

tM 
K 
K 
I 
K 
K 
AW 
DH 
Q 

B" 
Q 
WD 
WD 
WD 
WD 
WD 
M 
C 
C 
WD 
K 
A,  etc. 
Bv.CG 
S,  etc. 

147 
62 
510 
A537 
A538 
A390 
A  67 
146 
A68 
382 
A333 
A457 
A727 
A728 
A729 
U786 
U787 
A423 
A334 
44 
312a 
408 
408 
46 
60 
165 
A711 
163 
163 
163 
163 
168 
163 
163 
239 
115 
407 
A335 
61 
A336 
A391 
141 
141 
141 
141c 
141 
141 
141 
141c 
U306 
U306 
520a 
U306 
U307 
U552 
677 
IT788 
499 
U100 
U789 
337 
476a 
476 
426 
326 
318 
U275 
U276 
A526 
410 
410 
410 
410 

Azidine  Blue  24574  

Azo  Galleine  

Azidine  Bordeaux  G    

Azo  Green  
Azo  Indigine  6  B  

Azidine  Dark  Brown  
Azidine  Fast  Orange  ES.  .  . 
Azidine  Fast  Scarlet  4  BS  . 
Azidine  Fast  Sacrlet  7  BS  . 
Azidine  Fast  Scarlet  E  4  B 
Azidine  Fast  Scarlet  GGS  . 

Azo  Indigine  S  
Azo  Indigine  419,  420  
Azo  Magenta  6  BX  

Azo  Magenta  G  
Azo  Magenta  RS  
Azo  Mauve  B  
Azo  Merino  Black  
Azo  Milling  Yellow  5  G  
Azomine  Black  FF 

Azidine  Sky  Blue  FF  

Azidine  Yellow  CP  
Azidine  Wool  Blue  B  
Azo  Acid  Black  B  15  
Azo  Acid  Black  3  BL 

A  zomine  Fast  Yellow  AL  .  .  . 
Azomine  Milling  Black  N  .  . 

Azo  Acid  Black  R       

Azo  Acid  Black  TL  II  

Azomine  Yellow  R  
Azo  Orange  Rubine  
Azo  Orseille  2  B 

Azo  Acid  Blue  B            .... 

Azo  Acid  Blue  B  
Azo  Acid  Blue  2  G  
Azo  Acid  Brown  26049  
Azo  Acid  Magenta  G  
Azo  Acid  Red  B 

Azo  Orseille  R  
Azo  Orseilline  
Azophor  Black  S  

Azophor  Orange  MN  
Azo  Phosphine  GO  

\zo  R^  A 

Azo  Acid  Red  5  B     

Azo  Acid  Red  BA  

^.zo  Rhodine  2  B 

Azo  Acid  Rubine  (V.M.)  .  . 
Azo  Acid  Rubine  2  B  
Azo  Acid  Violet  

\zo  Rubine  (V  M.)  

Azo  Acid  Violet  A  2  B,  AL 

Azo  Rubine  S  
^.zo  Rubine  SG 

Azo  Alizarin  Black  I  

Azo  Alizarin  Bordeaux  W  . 
Azo  Alizarin  Brown  I  
Azo  Archil  R  
Azo  Black  O  

\zo  Rubine  WB 

\zotol  C                  

\zo  Turkish  Red       

^.zo  Violet 

Azo  Black  Blue  B,  R  
Azo  Blue 

Azo  Wool  Black  (V.M.).... 
Azo  Wool  Blue  (V.M.)  
Azo  W  ool  Violet  (V.M.)  .... 
\./o  Wool  Violet  415 

Azo  Bordeaux  

Azo  Cardinal  G    

\.zo  Yellow 

Azo  Carmine  
Azo  Carmine  B      

\zo  Yellow             

Azo  Yellow  3  A,  3  AN  
V/o  Yellow  A  5  W 

Azo  Carmine  BX  

Azo  Carmine  G    

Azo  Yellow  3  G  

Azo  Carmine  GX  

Azo  Cerise  M,  1618  

Azo  Chrome  Blue  B  
Azo  Chrome  Blue  R  
Azo  Chromine  
Azo  Coccine  2  R        ... 

Azure  Blue  
^.zure  Blue  A  ASI        .  .  . 

Azure  Blue  O,  VS  

"Rnsif  R1nr>k  TFS 

Azo  Cochineal    

Azo  Coralline  

Azo  Corinth         ....'.... 

Sasic  Gray  
Jasic  Green  Z  
iasic  Kraft  Brown  Y  2  

Azo  Crimson  S  

Azo  Eosine  .  .  , 

Azo  Fast  Blue  (V.M.)  
Azo  Fast  Violet 

Jenzamine  Azo  Blue  G  .  .  .  . 
ienzamine  Brown  3  G  
ienzamine  Brown  3  GO  
tenzamine  Pure  Blue  
ienzamine  Violet  G  
Benzidine  Pure 

Azo  Flavine  CX  

Azo  Flavine  FF,  3  G  
Azo  Flavine  GX,  3  R  
Azo  Flavine  3  R  
Azo  Flavine  2  RNH,  RX.  .  . 
Azo  Flavine  RS  
Azo  Flavine  S  

enzine  Blue  

Azo  Flavine  SGR  

enzoazurine  (V.M.)  
enzoazurine  G  

Azo  Fuchsine  B  
Azo  Fuchsine  6  B  

Azo  Fuchsine  G,  4  G  

epzoazurjne  G  ,  .  .  . 

GLOSSARY  OF  DYE  NAMES 


597 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Benzoazurine  3  G        

By  etc 

411 

GrF 

605 

Benzoazurine  R  

By 
GrE 

410 
385 

Benzof  orm  Blue  B  

By 
Bv 

A196 
A197 

WB 

410 

A 

U71 

Benzo  Black  Blue  G  

Bv 

459 

Benzoform  Orange  G 

Bv 

A198 

Benzo  Black  Blue  5  G  
Benzo  Black  Blue  R 

By 
Bv 

460 
450 

Benzof  orm  Red  G  

Ay 
Bv 

U72 
A199 

Benzo  Blue  2  B      

Bv 

337 

Benzoform  Red  2  GF 

Bv 

A200 

Benzo  Blue  3  B                .... 

Bv 

391 

Bv 

A201 

Benzo  Blue  BX 

Bv 

386 

Bv 

A202 

Benzo  Blue  RW         

By 

419 

Bv 

447 

Benzo  Bordeaux  6  B  

By 

A  154 

Benzo  Green  BB                .  . 

By 

A184 

Benzo  Brilliant  Blue  2  GDN 

BK 

A442 

Bv 

A185 

Benzo  Bronze  E  

By 

A155 

Benzo  Green  FF      

Bv 

A186 

By 

A156 

Benzo  Green  FFG 

By 

A187 

Bv 

487 

Bv 

A188 

Benzo  Brown  BX  
Benzo  Brown  D  3  G  
Benzo  Brown  G  

By 
By 
Bv 

490 
485a 

485 

Benzoin  Blue  5  GN,  RH  .  .  . 
ienzoin  Brilliant  Blue  GDN 
Benzoin  Brown  C  

BK 
BK 
BK 

410 
410 
477 

Benzo  Brown  5  G,  2  GC,  3  GC 
Benzo  Brown  MC,  NBX.  .  . 

i 

485a 
485a 

ienzoin  Fast  Red  AE  
Benzo  Indigo  Blue  

BK 
By 

194 
452 

Benzo  Brown  5  R  
Benzo  Brown  RC,  TR  

By 
By 

190 
485a 

Senzo  New  Blue  2  B  
Benzo  New  Blue  5  B 

By 
Bv 

379 
379 

Benzo  Chrome  Black  Blue  B 
Benzo  Chrome  Biown  B  .  .  .  . 
Benzo  Chrome  Brown  BS  .  .  . 

| 

By 

A157 
A158 
A159 

ienzo  New  Red  4  B  
Jenzo  Olive  
Benzo  Orange  R  

Bj 
B? 

A189 
446 
340 

Benzo  Chrome  Brown  G  .  .  .  . 
Benzo  Chrome  Brown  5  G  .  . 

By 
Bv 

A160 
A161 

Jenzo  Pure  Yellow  FF  

4 

A190 
365a 

Benzo  Chrome  Brown  R  

By 

A162 

Benzopurpurin     

H 

365 

Benzo  Copper  Blue  B     .... 

Bv 

A163 

I 

365a 

Benzo  Copper  Blue  2  B  .... 

By 
Bv 

A164 
390 

Jenzopu'purin  AM  

By 
A  etc 

365a 
365 

Bv 

425 

r,              ^       P       •       A    T3  

A*  etc 

363 

Bv 

336 

By   etc 

364 

Bv 

A165 

A  etc 

405 

Benzo  Dark  Green  B    

Bv 

A166 

A 

363 

Benzo  Dark  Green  GG 

Bv 

A167 

BK 

363 

Benzo  Deep  Black  SS 

Bv 

A168 

zopurpu  i    4          

GrE 

363 

Benzo  Fast  Black          

G 

A611 

Benzopurpurin  4  &r.  .... 

363 

Benzo  Fast  Black  L  

By 

A169 

Benzo  Red  10  B  

y 

A191 

Benzo  Fast  Blue  B,  BN  .... 

By 

456 

Benzo  Red  12  B             .... 

By 

A192 

Benzo  Fast  Blue  FRL,  2  GL 
Benzo  Fast  Blue  4  GL,  2  L. 
Benzo  Fast  Blue  R    

By 
?y 

456a 
456a 
451 

Jenzo  Rhoduline  Red  B.  .  . 
3enzo  Rhoduline  Red  3  B.  . 

By 
By 
Bv 

A203 
A204 
A193 

Benzo  Fast  Bordeaux  6  BL. 
Benzo  Fast  Brown  3  GL  .  .  . 

By 

A170 
A171 

rJenzo  Rubine  SC  

B£ 
By 

A194 
319 

Benzo  Fast  Brown  RL  

By 

A172 

Benzo  Scarlet  BC 

By 

A195 

Benzo  Fast  Eosine  BL  

By 

A173 

Benzo  Sky  Blue  

By 

426 

Benzo  Fast  Gray  

By 

A174 

CR 

517 

Benzo  Fast  Gray  BL  

By 

A175 

Benzo  Violet  O  

By 

326 

Benzo  Fast  Heliotrope  BL.  . 
Benzo  Fast  Heliotrope  4  BL 

By 
By 

A176 
A177 

Jenzo  Violet  R  
Benzoyl  Pink    

?y 

326a 
104 

Benzo  Fast  Heliotrope  5  RH 
Benzo  Fast  Heliotrope  2  RL 

By 
Bv 

A178 
A179 

Benzyl  Black  B  

A661 
U651 

Benzo  Fast  Orange  2  RL.  .  . 
Benzo  Fast  Orange  S  

By 
Bv 

A180 
A181 

Jenzyl  Bordeaux  B,  17619.  . 
Benzyl  Green  B       

U652 
503 

Benzo  Fast  Orange  WS 

By 

340a 

A662 

Benzo  Fast  Pink  2  BL  .    ... 
Benzo  Fast  Red                 •  .  • 

By 
Bv 

297 
332 

Benzyl  Violet  
Benzyl  Violet  4  B,  6  B,  10  B 

517 
517 

BenzoFastRedSBL  9BL  D 

Bv 

332 

Benzyl  Violet  5  BN 

I 

517 

Benzo  Fast  Red  FC 

Bv 

343 

Betamine  Blue  8  B 

541 

Benzo  Fast  Red  GL,  L.    ... 
Benzo  Fast  Rubine  BL.    .  .  . 
Benzo  Fast  Scarlet  (V.M.).  . 
BenzoFast  Scarlet  4BS,  5BS 
Benzo  Fast  Scarlet  8  BS, 
8BSN  

fe 

lyy 

By 

332 
A183 
279 
279 

279 

Biebrich  Acid  Blue  G  
Biebrich  Acid  Blue  V  
Biebrich  Acid  Violet  R  
iiebrich  Patent  Black  
iismarck  Acid  Brown  
Bismarck  Brown  .  .  •  •  

K 
K 
K 
K 
By 
A,  etc. 

U308 
U309 
A392 
278 
A205 
283 

Benzo  Fast  Scarlet  GS.  .  .  . 
Benzo  Fast  Violet  NC  

By         ' 
By 
Bv 

279 

327 
327a 

iismarck  Brown  (V.M.)  .  .  . 
Bismarck  Brown  EL  

C 
A 
I 

283 
283 

283 

Benzo  Fast  Yellow  4  GL 

Bv 

29  6a 

CV.etc. 

284 

Benzo  Fast  Yellow  5  GL  .  . 
Benzn  Fast  Yellow  RL.  . 

By 
Bv 

296 
296a 

Bismarck  Brown  2  R,  2  RV 
Bismarck  Brown  Y  .  . 

tM 

Sch 

284 
283 

598 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Bismarck  Brown  YS  

tM 

283 

Brilliant  Acid  Blue  A  

A,  By 

545 

Bismarck  Brown  53  
Bismarck  Brown  1568  

Sch 
CV 

284 
283 

Brilliant  Acid  Blue  B,  FF,  L 
Brilliant  Acid  Blue  V  

By 
By 

545c 
543 

Black  (V.M.)  
Black  (V.M  ) 

CJ 
H 

U494 
U749 

Brilliant  Acid  Blue  25601  .  .  . 
Brilliant  Acid  Carmine   B, 

S 

545c 

Black  AJ  

p 

700a 

BOO  

GrE 

66b 

Black  BH 

AW 

U553 

Brilliant  Acid  Green  6  B 

Bv 

503 

Black  CBR 

p 

698 

Brilliant  Acid  Red  G 

K 

U312 

Black  CE 

H 

U749 

Brilliant  Alizarin  Blue 

Var 

667 

Black  C  2  N 

p 

698 

Brilliant  Alizarin  Blue  D  3  G 

M 

667 

Black  DX 

H 

U749 

Brilliant  Alizarin  Blue  D  6  G 

M 

667 

Black  E 

B 

U101 

Brilliant  Alizarin  Blue  DRI 

M 

667 

Black  HB              

AW 

U554 

Brilliant  Alizarin  Blue  R.  & 

Black  M 

H 

U749 

(V  M  ) 

Bv 

667 

Black  N             

H 

U749 

Brilliant  Alizarin  Blue  R.  ..  . 

CR 

667 

Black  NSA                    

p 

700a 

Brilliant  Alizarin  Blue  3  R 

By 

667 

Black  RW,  X  

H 

U749 

Brilliant  Alizarin  Green  .... 

WD 

657a 

Black  soluble  in  fats    

G 

U605 

Brilliant  Anthrazurol  

B 

U105 

Q 

U277 

Brilliant  Archil  C 

C 

55 

Black  Base  BB       

B 

U102 

Brilliant  Azo  Acid  Blue  3  G 

s 

63b 

Black  Base  S          

B 

U103 

Brilliant  Azure  Blue  VS 

j£ 

U313 

Black  Black  O  .  .  ,     
Blue  (V  M  ) 

M 
H 

U428 
U750 

Brilliant  Azurine  B,  R,  5  R. 

By 
By  A  L 

416a 
416 

Blue  AS                         

s 

U695 

Brilliant  Benzo  Blue  6  B 

Bv' 

424 

Blue  3  BB 

GrE 

U502 

Bv 

A207 

Blue  BS  .  . 

p 

539 

Brilliant  Benzo  Violet  B  .  .  . 

By 

A208 

Blue  5  BS 

tM 

U524 

Brilliant  Benzo  Violet  2  R 

Bv 

A209 

Blue  BS  3  BB    

GrE 

U503 

Brilliant  Benzo  Fast  Violet 

BlueBSJ  

GrE 

U504 

2  RL             

By 

A206 

Blue  BSR  

GrE 

U505 

Brilliant  Benzo  Fast  Violet 

Blue  CA 

I 

U653 

BL 

By 

A206a 

Blue  CV  

AW 

U555 

Brilliant  Black                  .... 

Var 

272 

Blue  DB                         

U790 

Brilliant  Black  B 

B  etc 

272 

Blue  DR  

Q 

U791 

Brilliant  Black  3  B,  G    .... 

B 

272 

Blue  DS        

H 

U750 

Brilliant  Blue  A 

CV 

U725 

Blue  JB 

c 

U278 

Brilliant  Blue  G 

g 

U699 

Blue  N  

8 

U696 

Brilliant  Blue  GG 

CV 

U726 

Blue  PCN 

DH 

697 

Brilliant  Blue  217 

O 

U793 

Blue  PCV  

G 

U606 

Brilliant  Blue  286 

Q 

U794 

Blue  RR 

GrE 

U506 

Brilliant  Bordeaux  SD 

A 

Al 

BlueS  R  
Blue  RS       . 

tM 
p 

U525 
537b 

Brilliant  Brown  205  

Q 
B 

U795 
U106 

Blue  25  

s 

U697 

Brilliant  Carmine  GG 

B 

U107 

Blue  26        

8 

U698 

B 

U108 

Blue  214 

B 

U104 

8 

626 

Blue  1900  TC  
Blue  16519 

DH 
L 

635 
U514 

Brilliant  Chrome  Violet  BD 
Brilliant  Cloth  Blue 

ly 

549a 
189a 

Blue  27071  
Blue  for  silk  RN  . 

?y 

U217 
537b 

Brilliant  Cochineal  2  R  .... 

C 
A  L 

81 
316 

Blue  (greenish)  spirit  soluble 

M 

521 

Brilliant  Congo  R  

A,  L 

370 

Blue  Black  B 

M 

269b 

Bv 

370 

Blue  Black  N.  . 

K 

215 

Brilliant  Congo  R 

S 

370 

Blue  Black  O  
Blue  Black  for  Half  Wool  G 
Blue  Crystals  3035  

M 
By 
K 

269b 
U218 
U309 

Brilliant  Congo  Blue  B  
Brilliant  Congo  Blue  5  R.  .  . 
Brilliant  Congo  Violet  R 

A 

A 
A 

U73 

U74 
U75 

Blue  Residue  BW  6  M 

K 

U310 

Brilliant  Copper  Blue  BW 

A 

U76 

Boma  Black  BH  .  . 

AW 

U556 

Brilliant  Copper  Blue  GW 

A 

U77 

Boma  Black  BHX     

AW 

U557 

Bv 

538 

Boma  Pink 

AW 

U558 

C 

227 

Boma  Yellow  BBF  
Bordeaux 

AW 
AW 

U559 
168 

Brilliant  Croceine  3  B,  MOO 

cy 

227 
270 

Bordeaux  extra  
Bordeaux  B 

Sch 
Var 

320 
112 

Brilliant  Croceine  3  BA  

By 
GrE 

227 
227 

Bordeaux  BLA  
Bordeaux  BR  

tM 
BK 

320 
112 

Brilliant  Croceine  NZ  

M 

M 

227 
163 

Bordeaux  BX 

Bv 

237 

1V&    t   P    *n             '-vr'  

M 

163 

Bordeaux  COV  

A 

320 

Brilliant  Delphine  Blue  B 

j£ 

U314 

Bordeaux  G 

By  M 

254 

Brilliant  Delphine  Blue  BS 

Bordeaux  G  

BK 

112 

VS 

8 

622 

Bordeaux  R 

BK  K 

112 

Brilliant  Dianil  Blue  6  G 

M 

541 

Bordeaux  S  
Bordeaux  5005.              .    . 

A 
BK 

168 
112 

Brilliant  Dianol  Red  R  
Brilliant  Diazine  Blue  1230 

LW 
K 

358 
U315 

Bordeaux  Black.  . 

Q 

U792 

Brilliant  Double  Scarlet.  .  . 

BK 

176b 

GLOSSARY  OF  DYE  NAMES 


399 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Brilliant  Fast  Black  

I 

U654 

Brilliant  Yellow  S 

B  etc 

142 

Brilliant  Fast  Blue  
Brilliant  Fast  Blue  B  
Brilliant  Fast  Blue  3  BX.  .  . 

AW 
By 
By 

A539 
A210 
A211 

Bromofluoresceic  Acid  A  3  G 
Bromofluoresceic   Acid   BA 
BL  

M 
M 

587b 
587b 

Brilliant  Fast  Blue  2  G  
Brilliant  Fast  Blue  4  G  .... 

By 
Bv 

A212 
A213 

Bromofluoresceic  Acid  Crys- 
tals 

M 

587b 

Brilliant  Fast  Red  G 

B 

162 

Bv 

881 

Brilliant  Fast  Red  P  
Brilliant  Geranine  B 

By 
Bv 

A214 
118 

Bromo  Indigo  Rathjen  

P 

879 
135 

Brilliant  Glacier  Blue  

I 

501 

Brown                                .    .    . 

BK 

U479 

Brilliant  Green 

Var 

499 

Brown  A  1678 

B 

Ulll 

Brilliant  Green  B  

tM 

495 

Brown  GC 

G 

U607 

Brilliant  Green  6  B      .      .    . 

499 

Brown  PCC 

DH 

U596 

Brilliant  Green  BN  

tM 

499 

Brown  Y 

H 

283 

Brilliant  Green  D         

c 

499 

Brown  PCC 

G 

U607 

Brilliant  Green  PND 

GrE 

499 

Brown  43 

s 

U700 

Brilliant  Green  S            

CJ 

499 

Brown  359 

Lev 

283b 

Brilliant  Hessian  Purple.  .  .  . 

L 

302 

Brown  37104      

H 

283 

Brilliant  Indigo  B      

B 

885 

Buffalo  Black  AD          .    "... 

Sch 

266 

Brilliant  Indigo  BD 

B 

885 

Buffalo  Black  2  B 

Sch 

272 

Brilliant  Indigo  2  B,  BED. 
Brilliant  Indigo  4  G 

B 
B 

884 
887 

Buffalo  Black  4  B  
Buffalo  Black  8  B    10  B 

Sch 
Sch 

269 
261 

Brilliant    Indigo    G,    GD, 

Buffalo  Black  EA 

Sch 

268 

4  GD 

B 

886 

Buffalo  Black  NB 

Sch 

217 

Brilliant  Lake  Red  R  

M 

45 

Buffalo  Black  PY      

Sch 

220 

Brilliant    Lanafuchsine 
(V.M.)  
Brilliant  Milling  Blue(V.M.) 
Brilliant  Milling  Blue  B  
Brilliant  Milling  Green  B  .  .  . 
Brilliant  Naphthol  Blue  
Brilliant  Orange  G  

C 
C 
K 
C 
C 
A,  By 
M     ' 

U280 
U281 
U316 
503 
U282 
339 
70 

Buffalo  Black  R  
Buffalo  Chrome  Black  BWN 
Buffalo  Cyanine  R,  3  R  
Buffalo  Direct  Blue  G  
Buffalo  Direct  Cardinal  7  B 
Buffalo  Direct  Crimson  B  .  . 
Buffalo  Direct  Garnet  R  .  .  . 

Sch 
Sch 
Sch 
Sch 
Sch 
Sch 
Sch 
Sch 

261 
275 
257 
410 
405 
313 
312 
362 

Brilliant  Orange  R             ... 

M.etc. 

79 

Buffalo  Direct  Orange  Y  .  .  . 

Sch 

392 

Brilliant  Orseille  

C 

55 

Buffalo  Direct  Red  4  B  .... 

Sch 

363 

Brilliant  Orseille  C  
Brilliant  Patent  Blue  A  .... 
Brilliant  Patent  Blue  A  .... 
Brilliant  Phosphine 

C 
K 

M 
I 

55 

U317 
545 

606b 

Buffalo  Direct  Violet  4  R.  .. 
Buffalo  Direct  Yellow  CG  .  . 
Buffalo  Direct  Yellow  CRR 
Buffalo  Fast  Blue  B        .... 

Sch 
Sch 
Sch 
Sch 

375 
342 
394 
189 

Brilliant  Phosphine  G,  5  G  . 

I 

606 

Buffalo  Fast  Blue  R  

Sch 

188 

Brilliant  Pink 

s 

57  la 

Buffalo  Fast  Crimson  G  .  .  .  . 

Sch 

64 

Brilliant  Ponceau  5  R  
Brilliant  Pure  Yellow  6  G  .  . 
Brilliant  Purpurin  4  B  
Brilliant  Purpurin  10  B  .... 
Brilliant  Purpurin  R  
Brilliant  Red  R  paste 

By 
By 
A,  By 
A 

A,  etc. 

169 
U219 
368 
368a 
369 
45 

Buffalo  Fast  Crimson  R  
Buffalo  Fast  Fuchsine  B  
Buffalo  Flamine  B  
Buffalo  Flamine  G  
Buffalo  Rubine  
Butter  Yellow 

Sch 
Sch 
Sch 
Sch 
Sch 
A,  etc. 

66 
147 
94 
95 
110 
32 

Brilliant  Rhodulin  Red  B 

By 

684b 

Cachou  (V  M  )             

Lev 

U731 

Brilliant  Rhodulin  Violet 

By 

684a 

P 

706 

Brilliant  Safranine  G 

A 

679 

Calcutta  Black  D    

H 

U751 

Sch 

684 

S 

626 

Brilliant  Scarlet  (V  M  ) 

c 

U283 

Calcutta  Blue  2 

s 

U701 

Brilliant  Scarlet  AL 

M 

A424 

842 

Brilliant  Scarlet  NY  47 

B 

U109 

765 

Brilliant  Scarlet  R 

BK 

A443 

763 

Brilliant  Scarlet  2  R 

tM 

A515 

766 

Brilliant  Scarlet  3  R 

Sch 

169 

Candle  Blue      

K 

U318 

Brilliant  Scarlet  4  R   4  RSP 

tM 

A516 

K 

U319 

Brilliant  Scarlet  141113 

B 

U110 

B 

606 

Brilliant  Sky  Blue  5  B 

Bv 

U220 

Capri  Blue  GON 

By,  L 

620 

Brilliant  Sky  Blue  6  B 

424 

L 

620a 

Brilliant  Sky  Blue  G  

By 

U221 

Carbazole  Wool  Green  ...    . 

C 

U284 

Brilliant  Sky  Blue  5  G 

By 

541 

Carbide  Black           

I 

462f 

Brilliant  Sky  Blue  8  G 

By 

U223 

Carbide  Black  E,  EX,  SX   . 

I 

462f 

Brilliant  Sulfonazurine  R  .  . 
Brilliant  Sulfon  Red  B   5  B 

By 

361a 

Carbide  Fast  Black  GF  .  .    . 
Carbide  Violet  V 

I 
I 

462f 
462g 

10  B  

S 

182 

Carbindol  Blue  R  

748 

Brilliant  Victoria  Blue  RB  .  . 
BrilliantWool  Blue  B  FFR  G 

I 
Bv 

559b 
562a 

Carbon  Black  (V.  M.)  
Carbon  Black  4  B    

K 
M 

458 
272 

Brilliant  Yellow 

By 

U224 

Cardinal  3  B                    

H 

512 

Brilliant  Yellow 

Var 

303 

Cardinal  Red  J  

H 

161 

Brilliant  Yellow 

tM 

142 

Carmine  Blue  A  

AW 

U560 

Brilliant  Yellow  C  

Sch 

303 

Carmine  special  

P 

U592 

600 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Carmine  Blue  V             .... 

K 

U320 

Chloramine    Yellow    GG 

Carmine  Brilliant  Blue.  .  .  . 

AW 

U561 

HW   M                

Bv 

617 

Carmine  Naphth  Garnet  .  . 
Carmoisine          

DH 

A,  S 

106 
163 

Chloramine  Yellow  M  
Chloramine  Yellow  RC  .... 

S 
By 

617 
617 

Carmoisine  B              

Bv 

163 

M 

97 

Carmoisine  3  B      

By 

163a 

Chloranthrene  Yellow  G  ... 

849 

Carmoisine  6  B   R  

H 

163a 

Chlorantine  Blue  BB 

A663 

Carmoisine  L  WS 

163 

A664 

Carpet  Red  B,  BT,  R  
Carthamine  6  A   B 

K 

tM 

U321 
570- 

Chlorantine  Brown  R  

A665 
A666 

Cashmere  Black  3  BN  .  .  .  . 
Cashmere  Black  MCS  
Cashmere.  Black  V  
Cashmere  Blue  TG 

§y 
g 

A215 
A733 
A216 
A217 

Chlorantine  Brown  15895.    . 
Chlorantine  Fast  Blue  RL  . 
Ohlorantine  Lilac  B  

A667 
451 
A668 
A669 

Celestial  Blue             

WD 

U541 

A670 

Celestine  Blue  B              .... 

Bv 

641 

A671 

Cerasine  Brown  AN  
Cerasine  Dark  Red  I,  II.  ... 

cy 
c 

U285 
223a 

Chlorantine  Pure  Blue  ...    . 

A672 
358 

c 

oe 

A673 

Cerasine  Red  56  I,  56  II  ... 
Ceres  Blue  4               

c 

Bv 

223 
U225 

Chlorantine  Yellow  JJ  
Chlorazol  Blue  GBDS 

H 

617 
417 

Ceres  Brown  3  

By 

U226 

Chlorazol  Blue  3  G        

H 

417 

Ceres  Brown  4        

By 

U227 

H 

417 

Ceres  Orange  3               

By 

U228 

Ph1nrn7nl  Rrilliant  Blue  3  B, 

Ceres  Red  3            

By 

U229 

10  B                                 •  •  • 

H 

417a 

Ceres  Red  6  
Cerise  DN   DIV      

? 

U230 
512 

Chlorazol  Brilliant  Blue  14B, 
F                                      ... 

H 

417a 

Cerise  M                        

tM 

C1  n 

Cerise  N                

c 

512 

RH                                  •  •  • 

H 

A734 

Ceroflavine  

B 

U112 

Chlorazol  Brilliant  Green  G 

H 

A738 

Cerotine  Scarlet  G  

CJ 

34b 

H 

A735 

Chicago  Blue  B        

A 

42<i 

v.ymorazol  .crown  vj 

H 

A736 

Chicago  Blue  4  B 

A 

U 

A737 

Chicago  Blue  6  B      

A 

424. 

Phlnm^nl  r^tpphine  B 

H 

A739 

Chicago  Blue  R              ... 

AT>V 

II 

A740 

Chicago  Blue  2  R  
Chicago  Blue  4  R  
Chicago  Blue  RW 

A 
A 

384 
324 

Chlorazol  Fast  Blue  RH.  .  .  . 
Chlorazol  Fast  Bordeaux  B. 

H 
H 

A741 
A742 

A  740 

Chicago  Blue  new  

A 

G. 

422a 

Chlorazol  Fast  Scarlet  RH  .  . 

H 

H' 

A744 

A  74C 

Chicago  Red  111.  
China  Blue 

G 

A 

A612 

Chlorazol  Fast  Yellow  AF.  . 

H 

H1 

A746 
A  747 

Chinaldine  Yellow  
Chloramine  Black  BH  
Chloramine  Black  BH  
Chloramine  Black  EXD,  FF 
Chloramine  Black  HW  
Chloramine  Black  N  

1  'GCCCCCODC/ 

613 
469 
333 
469a 
473 
469 

Chlorazol  Fast  Yellow  BS  .  . 
Chlorazol  Fast  Yellow  R  .  .  . 
Chlorazol  Green  B  
Chlorazol  Green  G  
Chlorazol  Orange  2  R  

Phlnrarnl  "Rprl   A 

H 
H 
H 
H 
H 

u 

A748 
A749 
474 
A750 
340 
A751 

Chloramine  Blue  2  B  
Chloramine  Blue  3  B        ... 

s 

g 

337 

471  a 

Chlorazol  Sky  Blue  FF.  .  .  .  . 

H 

A752 

Chloramine  Blue  3  G  

s 

471 

H 

A754 

Chloramine  Blue  BXR  

S 

386 

Chlorazol  Violet  3  B  

H 

A755 

Chloramine  Brilliant  Red  8  B 

S 

472 
358 

Chlorazol  Violet  R  
Chlorophenine      

H 

CICo 

A756 
17 

Chloramine  Brown  G  

By 

A218 

AW 

U568 

Chloramine  Dark  Green  B  .  . 

S 

470a 

B 

U113 

Chloramine  Fast  Red  F,  FF 

S 

343 

U114 

Chloramine  Fast  Yellow  B. 

By 

617 

Chromal  Blue  G,  GC  

G 

552 

Chloramine  Green  B  
Chloramine  Green  G  

S 

y 

470 
475 

Dhromal  Dark  Blue  K  ..... 

G 

552a 
TTfiOS 

Chloramine  Orange 

g 

Chloramine  Orange  G  
Chloramine  Pure  Blue  
Chloramine  Red  B,  3  B  

¥ 

S 

11 

471b 
319 

Chromanil  Black  BF  
Chromanil  Black  FF  
Chromanil  Blue  R  

A 
A 
A. 

A2 
A3 
A4 

Chloramine  Red  8  B,  8  BS  . 
Chloramine  Sky  Blue  Aconc 

I" 

358 
426 

Chromanil  Brown  2  G  
Chromazine  Blue  G  

A 

M 

A5 
U429 

Chloramine  Sky  Blue  6  B,  FF 
Chloramine  Violet  
Chloramine  Violet  N  
Chloramine  Violet  R  .  . 

S 

ty 

Bv 

424 
A220 
327 
A221 

yhromazone  Blue  R  
yhromazone  Red  (new)  ,  A  .  . 
Chrome  Acid  Black  

G 
G 

I 

130 
129 
U655 

TTQCC 

Chloramine  Yellow  

By  etc 

617 

CC4 

Chloramine  Yellow  DB,  FF 

By 

617 

Chrome  Black 

WD 

275a 

Chloramine  Yellow  G  

S 

617 

Chrome  Black  BA.  . 

O 

A765 

GLOSSARY  OF  DYE  NAMES 


601 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Chrome  Black  A    

CG 

275a 

Chrome  Fast  Yellow  R,  2  R 

A 

177 

Chrome  Black  DF  
Chrome  Black  DF 

AW 
M 

275a 
A425 

Chrome  Gallus  Brown  RR.  . 

G 
Bv 

158a 
509 

Chrome  Black  FPP,  G   .  . 

AW 

275a 

Chrome  Green  (V.  M.)  

K 

U324 

Chrome  Black  I 

H 

275a 

Chrome  Green  C        

K 

U324 

Chrome  Black  LV 

K 

U322 

L 

U515 

Chrome  Black  M   Z 

H 

275a 

DH 

625 

Chrome  Black  2841  
Chrome  Black  57006 

K 
H 

U322 
275a 

Chrome  Leather  Black  E.  .  . 
Chrome  Leather  Black  E  .  .  . 

B 

By 

U116 
U233 

Chrome  Blue  
Chrome  Blue  ATX 

^ 

567 
163b 

Chrome  Leather  Black  E.  .  . 
Chrome  Leather  Black  EA.. 

w 

B 

U702 
U117 

Chrome  Blue  B 

WB 

626 

Chrome  Leather  Black  I    .  . 

WD 

U542 

Chrome  Blue  2  B,  FBX  
Chrome  Blue  G    

BK 

Q 

163b 
163b 

Chrome  Leather  Black  M  .  . 
Chrome  Leather  Brown  R.  . 

¥ 

U234 
U703 

Chrome  Blue  R          

AW 

163 

Chrome  Orange  GR  

By 

U235 

Chrome  Blue  R 

WB 

599 

Chrome  Patent  Green  N  .  .  . 

K 

219 

Chrome  Blue  RX  
Chrome  Blue  Black  B 

B 
K 

163b 
U323 

Chrome  Red  2593  

K 

Bv 

U325 
549 

By 

550 

G 

557 

Chrome  Brown                  .  • 

AW 

158a 

Chrome  Violet  Brown  9457  . 

K 

U326 

Chrome  Brown  CS      

K 

158a 

Chrome  Violet  S  for  print- 

Chrome  Brown  P           

p 

90 

G 

557 

Chrome  Brown  RR 

G 

158 

Bv 

177 

Chrome  Brown  RVV 

Q 

158 

Chrome  Yellow 

I 

177e 

Chrome  Brown  414   

Lev 

158a 

Chrome  Yellow  D,  DF  

By 

177 

Chrome  Brown  2813     

K 

158a 

Chrome  Yellow  G,  GG  

s 

177e 

Chrome  Deep  Black  A 

G 

275b 

Chrome  Yellow  R          

AW 

177e 

tM 

275 

Chrome  Yellow  R              •  •  • 

Bv 

177 

Chrome  Deep  Black  G 

G 

275b 

Chrome  Yellow  SM,  2501... 

K 

A393 

Chrome  Deep  Black  G  
Chrome  Fast  Black 

tM 
G 

275 
275 

Chromine  G  

K 

s 

614 
614a 

Chrome  Fast  Black  A  

CG 

181c 
275c 

Chromine  Blue.  

A 
AW 

U562 
U563 

Chrome  Fast  Black  F 

A. 

A6 

AW 

U564 

275 

AW 

U565 

Chrome  Fast  Black  FW  
Chrome  Fast  Black  P4B  .  .  . 
Chrome  Fast  Black  PF  
Chrome  Fast  Black  PON 

I 
A 
A 

CG 

275c 

A7 
A8 
181c 

Chromine  Fast  Blue  S  
Chromine  Violet  2  R  
Chromocitronine  R  

AW 
AW 
DH 
DH 

U566 
U567 
140a 
631 

Chrome  Fast  Black  PT 

A 

A9 

M 

777 

Chrome  Fast  Black  PV 

157 

M 

U430 

Chrome  Fast  Black  PWBL 

181 

DH 

U597 

Chrome  Fast  Black  PWRR 

181 

M 

57 

Chrome  Fast  Black  12172 

CG 

18lc 

M 

67 

Chrome  Fast  Blue  B  

B 

U115 

Chromotrope  8  B  

M 

171 

Chrome  Fast  Blue  4  B  .  . 
Chrome  Fast  Blue  R 

A 

U78 
U657 

Chromotrope  10  B  
Chromotrope  DW         ...    . 

M 
M 

114 
57a 

Chrome  Fast  Blue  13366 

U658 

M 

164 

Chrome  Fast  Brown  A.  . 

A674 
A675 

Chromotrope  2  R  

M 
M 

40 
57a 

Chrome  Fast  Brown  G  .  . 
Chrome  Fast  Brown  R.  . 
Chrome  Fast  Brown  TP 

A 
Bv 

A676 
A10 
U231 

Chromoxane  Blue  R  
Chromoxane  Violet  5  B  .... 

By 
By 

By.etc. 

U236 
U237 
342 

Chrome  Fast  Brown  TV 

A677 

S 

342 

Chrome  Fast  Brown  V 

A679 

By,  I 

394 

Chrome  Fast  Brown  12684 

A678 

tM 

304c 

Chrome  Fast  Brown  15823 

A680 

tM 

304c 

Chrome  Fast  Cyanine  G 

A681 

Chrysoidine      

Var 

33 

Chrome  Fast  Garnet  BL 

A 

U79 

B 

33 

A682 

Chrysoidine  AR       

tM 

34 

A683 

Chrysoidine  C  2  E 

p 

33 

Chrome  Fast  Green  16394 

A684 

B 

33 

Chrome  Fast  Orange  R  .  .  .  . 
Chrome  Fast  Orange  RD  .  .  . 
Chrome  Fast  Pure  Blue  BX 

I 
By 

A685 
U232 
551 

Chrysoidine  GS  
Chrysoidine  3  N  
Chrysoidine  R            

tM 

Var 

33 
33 
34 

Chrome  Fast  Red  G  

A 

All 

Chrysoidine  R  

C.DH 

69 

I 

A686 

Sch 

34 

Chrome  Fast  Yellow  BN.  .  . 

CG 

177d 
96a 

Chrysoidine  RD  
Chrysoidine  RE 

CV 
P 

33 
34 

Chrome  Fast  Yellow  2  G.  .  . 
Chrome    Fast    Yellow    GG, 
5  G    . 

A 
I 

96 
96a 

Chrysoidine  RG  
Chrysoidine  RL,  RLE  . 
Chrysoidine  T  base  

B" 
B 

34 
34 
34a 

Chrome  Fast  Yellow  GA.  O. 

I 

96a 

Chrysoidine  Y  

Var 

33 

602 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Chrysoidine  2  Y  

tM 

33 

Cloth  Scarlet  2584  

K 

U327a 

Chrysoidine  46803  
Chrysoidine  Base  

A 
K 

33 
33 

Cloth  Yellow  R  
Cocceine  Orange  

GrE 
p 

A458 
227a 

Chrysoidine  crystals 

Sch 

33 

Coccine  2  BG,  3  BG   

A 

167 

Var 

143 

M 

101 

Chrysolarine  A 

tM 

U526 

Cochineal                

p 

81b 

Chrysoline  

G,  S,  P 

586 

Cochineal  Red  A  

B 

169 

Chrysophenine 

I  S 

304 

Cochineal  Scarlet  B  

WD 

95 

Chrysophenine  G  

Var 

304 

Cochineal  Scarlet  4  R  

Pch 

78 

Chrysophenine  GOO 

L 

304 

Coerulein  B             

M 

600 

Chrysophenine  R,  W  

By 

304a 

Ccerulein  I  

B 

601 

Chrysophenine  III 

AW 

304 

Ccerulein  MS  powder  

DH 

601 

Chrysophenine  190 

K 

304 

Ccerulein  S 

B  etc 

601 

Ciba  Blue  B 

880 

Coerulein  SL  powder  

BD 

601 

Ciba  Blue  2  B   2  BD 

881 

Ccerulein  SW' 

B  Bv 

601 

Ciba  Blue  G,  G  2  B    

882 

Columbia  Black  

A      * 

436 

Ciba  Bordeaux  B  
Ciba  Gray  B,  G       

9ir» 

899 

Columbia  Black  B  
Columbia  Black  EA  

A 

A 

455 
455a 

Ciba  Green  G  
Ciba  Heliotrope  B  
Cibanone  Black  B,  BG,  2  G 
Cibanone  Blue  3  G  
Cibanone  Brown  B,  V  
Cibanone  Green  G 

891 
897 
794 
793 
868 
792a 

Columbia  Black  FF,  FB  ,  F  2  B 
Columbia  Black  R  
Columbia  Black  WA  
Columbia  Black  Green  D  .  .  . 
Columbia  Blue  G,  GM  

A 
A 
A 
A 
A 
A 

436 
453 
455a 
465 
387 
325 

Cibanone  Olive  B,  G  
Cibanone  Orange  R 

792b 
792 

Columbia  Bordeaux  B  

A 

A 

U80 
A12 

Cibanone  Yellow  R  
Ciba  Orange  G 

795 
911 

Columbia  Brown  R  
Columbia  Catechine  3  B    .  . 

A 

A 

A13 
U81 

Ciba  Pink  R  
Ciba  Red  R 

910a 
908 

Columbia  Catechine  G  
Columbia  Catechine  O  

A 
A 

U82 
U83 

Ciba  Red  B    

909 

Columbia  Catechine  R  

A 

U84 

Ciba  Red  G                     .    . 

906 

Columbia  Fast  Black  D.  .  .  . 

A 

U86 

Ciba  Scarlet  G  

907 

Columbia  Fast  Black  FF.  .  . 

A 

U87 

Ciba  Violet  B         

901 

Columbia  Fast  Black  G  .  .  .  . 

A 

U88 

Ciba  Violet  3  B  

900 

Columbia  Fast  Black  V  .... 

A 

U89 

Ciba  Violet  R     

901 

Columbia  Fast  Blue  2  G  .  .  . 

A 

A16 

Ciba  Yellow  G  

890 

Columbia  Fast  Blue  R  

A 

A17 

Cinnabar  Scarlet  BF  
Cinnabar  Scarlet  G,  R  
Citronine  GOO  

BK 
BK 
L 

299 
300 
141 

Columbia  Fast  Red  F.  .  .  . 
Columbia  Fast  Scarlet  4  B  .  . 

A 
A 
A 

343 
279 

478 

Citronine  GOOO,  2  ROOOO 
Claret  NY  Z  1413  

GrE 
B 

140 
U118 

Columbia  Green  B,  3  B,  G  . 
Columbia  Orange  R  

A 
A 

478 
A14 

Claret  Lake  BL          

By 

U238 

Columbia  Violet  R           .... 

A 

A15 

Claret  Red 

B 

U119 

A 

617 

Claret  Red            

H 

A757 

I 

U663 

Claret  Red  B,  BO  
Claret  Red  SS  
Claret  Red  X 

M 
B 
M 

112a 
U120 
112a 

/oomassie  Acid  Blue  R.  .  .  . 
Coomassie  Black  B  

BD 
lev 
Lev 

188 
433 
217 

Clayton  Cloth  Red  

CICo 

193 

Lev 

434 

Clayton  Yellow 

CICo 

198 

BD 

252 

Cloth  Blue  1769,  1770  
Cloth  Fast  Black  B  

K 

U327 
U659 

Coomassie  Union  Blacks-.  .  . 
Coomassie  Wool  Black  D 

Lev 

Lev 

461 
266 

Cloth  Fast  Blue  B.  .  . 
Cloth  Fast  Blue  GTB  
Cloth  Fast  Blue  R  
Cloth  Fast  Red  R  
Cloth  Red  B  

By 

693 
U661 
257 
484 
233 

Coomassie  Wool  Black  S  .  .  . 
Coomassie  Wool  Black  R.  .  . 
Concentrated  Blue  BB  
Concentrated    Cotton    Blue 
B   2                

Lev 
Lev 
H 

M 

244 
243 
U752 

539 

Cloth  Red  B... 

GiE,  K 

236 

A 

307 

Cloth  Red  BB  

K 

A394 

Congo  4  R           

A 

374 

Cloth  Red  B,  2  B 

WD 

236 

Congo  Blue  2  B 

Bv 

412 

Cloth  Red  3  B  
Cloth  Red  BA 

?y 

231 
236 

Dongo  Blue  3  B  

A 

Var 

391 

477 

Cloth  Red  BC  .  . 

By 

223a 

A  Lev 

477 

Cloth  Red  BO  

GrE 

236 

Congo  Brown  R  

A,  Lev 

490 

Cloth  Red  G 

By 

224 

Var 

375 

Cloth  RedG... 

By.GrE 

234 

Var 

312 

Cloth  Red  GA 

234 

A 

456 

Cloth  Red  3  GA  
Cloth  Red  GFL,  GL  
Cloth  Red  O  

A 
A 
M 

230 
234 
236 

}ongo  Fast  Blue  R  
/ongo  Magenta  
Congo  Magenta  3616.  . 

A 
K 

K 

451 
A395 
A395 

Cloth  Red  1769,  2586  

K 

A394 

Congo  Orange  G  

Var 

315 

Cloth  Scarlet  C,  G  

K 

246 

Congo  Orange  R    

A,  L 

373 

Cloth  Scarlet  R  .  . 

K 

252 

oneo  Orange  R.  RG.  .  . 

Bv 

373 

GLOSSARY  OF  DYE  NAMES 


603 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Congo  Red  

Var 
Sch 
By 
Var 
S 
BK 
CG 
DH 
DH 
GrE 

ly 

B 
B 
S 
WD 
K 
B 
B 
B 

&v 
K 
B 
K 
S 
B 
B 
K 
Lev 
B 
WD 

307 
307 
374 
313 
313 
313 
313 
646 
641 
609e 
606e 
A69 
A70 
U121 
462c 
738 
A396 
A71 
A72 
A73 
462c 
462c 
A396 
463 
A396 
462c 
A75 
462h 
A396 
462C 
A74 
538 
649 
538a 
U328 
U490 
538a 
U328 
538a 
U328 
539 
649 
538a 
649 
538a 
539 
737 
490 
U329 
490a 
U122 
490a 
490a 
U329 
490a 
U329 
490a 
U123 
490a 
U329 
490a 
312 
A732 
U330 
U732 
363 
U331 

U733 
A714 
U516 
U332 
U124 

Lev 
K 

1 

Lev 
K 
B,  S 
B 
K 
I 
Lev 
B 
BK 
A 
B 
B 
tM 
C 
Lev 
S 
B 
GrE 
CG 
B 
Lev 
B 
K 

§ 

Lev 
Lev 

? 

B 
B 
B 

GrE 
GrE.M 
GrE 
GrE 
L 
L 
By 
AW 
C 
Sch 
Sch 
Var 
Var 
Sch 
C 
Sch 
K 
By,  etc. 
By 

ly 

By 
By.K 
WD 
Sch 
WD 
K 
K 
H 
H 
H 
H 
H 
H 

U734 
U333 
210c 
34d 
210a 
U333 
192 
210 
U333 
34c 
210b 
U125 
300 
Ul 
366 
363 
307 
307a 
307a 
365 
363 
307 
307a 
313 
313a 
227 
U334 
227b 
227 
U735 
U796 
U797 
U798 
U735 
199b 
304 
296 
296 
199 
U510 
351 
351 
395 
621 
U517 
163a 
U569 
225 
226 
235 
37 
37 
70 
37 
37 
169a 
249 
255 
249a 
255 
167 
167 
A527 
227 
A528 
251 
251 
720IE 
S174 
S175 
S176 
S177 
S181 

Congo  Red  4  B  
Congo  Red  4  R  
Congo  Rubine  

Cotton  Orange 

Cotton  Orange  

Cotton  Orange  
Cotton  Orange  (V.  M.)  
Cotton  Orange  FB,  GK.  .  . 

Congo  Rubine  G        

Congo  Rubine  Z  
Congo  Rubine  8714  

Coreine  AR  AB 

Cotton  Orange  R  
Cotton  Orange  RR,  R  2  O  . 
Cotton  Orange  W&?  
Cotton  Orange  Brown  (  V  .  M  . 
Cotton  Pink  B 

Coieine  2  R 

Corioflavine  G,GG,GOOO,R 
Coriphosphine  OS,  OX  
Corvan  Black  BG  

Corvafi  Black  T  

Corvoline  BT         

Cotton  Pure  Blue  B 

Cotton  Black 

Cotton  Black              

Cotton  Black  (V.  M.)  

Cotton  Black  3  B      

Cotton  Black  BGX  
Cotton  Black  BNX  

Cotton  Red  65  A,  201  A.  .. 
Cotton  Red  B 

Cotton  Black  BT           .... 

Cotton  Red  4  B  < 
Cotton  Red  4  B  

Cotton  Black  CC,  CT  
Cotton  Black  CK  
Cotton  Black  E 

Uotton  Red  8  BN  

Cotton  Black  GB          

Cotton  Black  GS,  RS  
Cotton  Black  PF  

Cotton  Scarlet 

Cotton  Scarlet  

Cotton  Black  RW 

Cotton  Scarlet  
Cotton  Scarlet  NP,  NPX.  .. 
Cotton  Violet  43  A  
Cotton  \  iolet  2  B 

Cotton  Black  UG    

Cotton  Black  V   Y        ... 

Cotton  Black  4  '    

Cotton  Blue   

Cotton  Violet  5  B  

Cotton  Blue            

Cotton  Violet  R  
Cotton  Violet  X  

Cotton  Blue  (V.  M.)  
Cotton  Blue  B      

Lev 
K 
CG 

§ 

GrE 
K 
M 
B 

BK 

wb 

C 

K 
Lev 
B 

§ev 
K 

S 
K 
Lev 
B 
I,  S 
K 
Lev 
B.GrE 
Lev 
K 
Lev 
B 
K 

Lev 
S 
L 
K 
B 

Cotton  Yellow 

Cotton  Blue  BCB  
Cotton  Blue  BCB  

Cotton  Yellow  CH  

Cotton  Yellow  G  ... 

Cotton  Blue  BR        

Cotton  Yellow  GI,  GX.  ... 
Cotton  Yellow  R  

Cotton  Blue  BSJ  
Cotton  Blue  CC  
Cotton  Blue  G              

Cresol  Black  (V.  M.)  
Cresotine  Yellow  G  
Cresotine  Yellow  GOO  .  .  . 
Cresotine  Yellow  R 

Cotton  Blue  N  
Cotton  Blue  OOO      

Cotton  Blue  R   RN 

Cresyl  Blue  BBS,  RRN  .  .  . 
Cresyl  Fast  Violet  2  B  .  ... 
Crimson  BBT 

Cotton  Blue  5190        

Cotton  Blue  Double  cone.  .  . 
Cotton  Brown         

>imson  Benine  G  

Cotton  Brown  (V.  M.)  
Cotton  Brown  B  
Cotton  Brown  B        

Croceine  B  

Cotton  Brown  CNP  
Cotton  Brown  CR 

Croceine  Orange  

Cotton  Brown  FS            •  •  • 

Cotton  Brown  4  G 

Cotton  Brown  O,  2  R  
Cotton  Brown  3  R        

Uroceine  Scarlet  (V.  M.)  .  .  . 
Croceine  Scarlet  3  B  

Cotton  Brown  RN 

Croceine  Scarlet  7  B,  8  B.  .  . 
Croceine  Scarlet  10  B  
Croceine  Scarlet  8  BL  
Croceine  Scarlet  2  BX  
Croceine  Scarlet  3  BX  

Cotton  Brown  T  
Cotton  Brown  V  
Cotton  Brown  100,  137,  153 
Cotton  Corinth  G  
Cotton  Cutch  21  A  
Cotton  Dark  Green  B,  N  .  .  . 
Cotton  Dark  Green  138  .... 
Cotton  Fast  Red  4  BSP,  4  BX 

Croceine  Scarlet  MOO  
Croceine  Scarlet  MOO  
Croceine  Scarlet  O  
>oceine  Scarlet  OO  
Cross  Dye  Black  (V.  M.).  .  . 
Cross  Dye  Blue  FR  

Cotton    Green    A,    88    A, 
105  A   B 

Cotton  Green  D  
Cotton  Green  2  G  

>oss  Dye  Brown  2  D  
>ross  Dye  Brown  4  R  

Cotton  Milling  Black  .  . 

Cross  Dye  Green  G  

604 


GLOSSARY  OF  DYE  NAMES 


Name 

Mami- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
tuier 

Serial 
No. 

Cross  Dye  Yellow  D 

H 
H 
H 

Lev 

Lev 
Lev 

..Lev 

S178 
S179 
S180 

444 

445 
341 
178 
38 
38 
113 
113 
U543 
U286 
516 
516 
516 
516 
516 
83 
A689 
A687 
A688 
A690 
A690 
A690 
140 
140 
140 
142 
142 
9 
16 
A540 
A426 
A715 
A691 
U727 
U728 
U729 
860 
859 
859 
859 
630 
544 
544 
544a 
U527 
U664 
546 
566b 
566 
598 
594 
A19 
537a 
U736 
U528 
U2 
622 
366 
366a 
366 
367 
333d 
333d 
U570 
333 
U571 
U572 
U573 

Developed  Blue  GG 

AW 
AW 
AW 
C 
C 
C 
C 
C 
C 
C 
C 

c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
s 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 
c 

A 
A 

c 
c 
c 
c 
c 

U574 
U575 
U576 
A338 
A339 
A340 
A341 
A342 
333b 
333 
403 
473 
328 
402 
384a 
337 
391 
386 
384 
271 
401 
419 
418 
319a 
A343 
A344 
A345 
448 
344 
349 
344 
329 
A346 
A7J6 
432 
A347 
A348 
A349 
A351 
A352 
A353 
A354 
A355 
343 
A357 
A358 
61  7a 
296 
431 
431 
241 
474a 
474 
475 
A360 
A361 
A362 
A363 
A364 
A365 
A366 
A367 
426 
A371 
A372 
363a 
366 
367 
119 
121 
319 
319 
424 

Developed  Brown  M  

Cross  Dye  Yellow  Y 

Crumpsall    Direct    Fast 

Diamine  Aldehyde  Blue.  .  . 
Diamine  Aldehyde  Scarlet. 
Diamine  Azo  Blue  
Diamine  Azo  Bordeaux  B.  . 
Diamine  Azo  Scarlet  (V.M. 
Diamine  Black  (V.  M.)  .  .  . 

Crumpsall    Direct    Fast 

Crumpsall  Direct  Fast  Red  R 

Crystal  Orange  2  G  

Var 
B,  etc. 
A.BK 
WD 
C 
Var 

A" 
B 
I 
Sch 
I 
I 
I 
I 
I 
I 
A,  BK 
BK 
A 
tM.G 
G 
L 
CICo 
AW 
M 
S 

CV 

cv 
cv 

B 
B 
B 
B 
DH 
A,  M 
A 
CV 
tM 
I 
C 
C 

c 
I 

M,K,S 
A 
Lev 
Lev 
tM 
A 
S,  By 

AW 
Var 
Lev 
WD 

2w 

AW 
AW 
AW 
AW 

Diamine  Black  HW    

Diamine  Black  RO        .  .  .  • 

Diamine  Blue  Black  E.  .  .  . 
Diamine  Blue  (V.  M.)  .... 
Diamine  Blue  2  B  

Crystal  Violet  5  BO  

Diamine  Blue  BX  

rVvatnl  Violet  CV           

Crystal  Violet  484  

Diamine  Blue  3  R  

Cupranil  Brown  R  

Diamine  Brilliant  Blue  G.  .  . 
DiamineBrilliantBordeauxR 
Diamine  Brilliant  Rubine.  .  . 
Diamine  Brilliant  Scarlet.  .  . 
Diamine  Brilliant  Violet  
Diamine  Bronze  G  
Diamine  Brown  (V.  M.) 

Cupranil  Brown  12366  .... 
Cupranil  Brown  15596  ...    . 
Cupranil  Brown  15903  .... 

c/urcum*  ne.  .  . 

Diamine  Brown  V  •  • 
Diamine  Catechine  (V.M.)  . 
Diamine  Catechine  G  

i^urcupne  i  e.  . 

Diamine  Dark  Blue  B  
Diamine  Dark  Green  N  ...  . 
Diamine  Fast  Black  (V.M.) 
Diamine  Fast  Blue  (V.  M.). 
Diamine  Fast  Bordeaux.  .  .  . 
Diamine  Fast  Brown  (V.M.) 

Cutch  Brown  R  

Cyanthracene  Blue  3  B  .... 
Cy  anthracene  Blue  2  BL.  .  . 
Cyanthracene  Yellow  S  .  .  .  . 
Cyanthrol  EGA,  G,  3  GO 

Diamine  Fast  Orange  (V.M., 
Diamine  Fast  Red  F  &  ,  (V  .  M  ) 
Diamine  Fast  Scarlet(V.M.) 
Diamine  Fast  Violet  (V.M. 
Diamine  Fast  Yellow  (V.M. 
Diamine  Fast  Yellow  3  G  . 
Diamine  Gold  
Diamine  Golden  Yellow.  .  . 

Cyananthrol  RBA,  RBX.  .  . 
Cyananthrol  RXO,  RBY.  .  . 

PvnnntrPTi   RlilP  13623 

Cyanol  (V  M  )               

Diamine  Green  (V.  M.)  

Pvnnnl  Prppn  (V    M.  ) 

a    me  oreen  D  .  . 

Diamine  Heliotrope  (V.  M.) 
Diamine  Jet  Black  (V.  M.)  . 
)iamine  Neron  (V.M.)  

Cyanosine  spirit  soluble  

Dark  Navy  Blue  2035  

Dark  Purple  (printing  paste) 
Deep  Black  D  
Deep  Fat  Black  Color  

Diamine  Nitrazol  Brown  G  . 
)iamine  Nitrazol  Green  
Mamine  Nitrazol  Orange.  .  . 
)iamine  Orange  (V.  M.)  .  .  . 

Deltapurpurin  3  B  

)iamineral  Blue  (V.  M.)  .  .  . 

Deltapurpurin  7  B  

Diamine  Red  (V.M.)  

Develop  Black  
Develop  Black  NZ 

Developed  Black  B        ... 

Diamine  Rose  (V.  M.)  
Diamine  Rose  FFB  
Diamine  Scarlet  (V.  M.)...  . 
Diamine  Scarlet  HS      .... 

Developed  Black  BH  
Developed  Black  N  
Developed  Black  R  
Developed  Black  W  .  . 

Diamine  Sky  Blue  FF  .  . 

GLOSSARY  OF  DYE  NAMES 


605 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Diamine  Sky  Blue  (V  M.)  .  . 

c 

A368 

Diazine  Black  1401   

K 

IOK 

Diarnine  Violet  N 

c 

327 

Diazine  Green  S 

K 

Diamine  Violet  Red  B  
Diamine  Yellow  (V  M  ) 

C 

c 

A369 
A370 

Diazo  Black  B,  OB,  OT  
Diazo  Black  R 

By 
Bv 

308 

OQO 

Diamine  Yellow  CP    

c 

304 

Diazo  Black  10020  

BK 

QQQ 

c 

404 

Diazo  Black  BHAD      

S 

000 

c 

274 

Diazo  Black  BHN 

By 

000 

Diaminogen  Blue  (V.M.)  .  .  . 
Diaminogen  Blue  BB,  NA.  . 

c 
c 

273 
273 

Diazo  Black  BHN  
Diazo  Blue  X       

WB 
Bv 

333 
A236 

Diaminogen  Sky  Blue  N  .  .  . 

c 

A373 

Diazo  Blue  Black  RS  

By 

441 

Diamond  Black        

Var 

275 

Diazo  Bordeaux  7  B  

By 

A225 

Diamond   Black  AF,    CY, 

Diazo  Brilliant  Black  

364 

EA  ET                 

By 

275 

Diazo  Brilliant  Black  B  .  .  .  . 

By 

364 

Diamond  Black  F        

B,  L.  Bv 

275 

Diazo  Brilliant  Orange  GR  . 

Bv 

A226 

Diamond  Black  FB         .... 

B  By 

275 

Diazo  Brilliant  Scarlet  B  .  .  . 

By 

A227 

Bv 

275 

Diazo  Brilliant  Scarlet  3  B  . 

Bv 

A228 

Diamond  Black  GAF      .  .  .  • 

B 

275 

Diazo  Brilliant  Scarlet  6  B  . 

Bv 

A232 

Diamond  Black  P  2  B,  PV, 
PVT                            

By 

157 

Diazo  Brilliant  Scarlet  2  BL 
Diazo  Brilliant  Scarlet  5  BL 

By 
Bv 

A230 
A231 

Diamond  Blue  R  
Diamond  Blue  Black  EB  .  .  . 

By 
By 
Bv 

164a 
181 
A222 

Diazo  Brilliant  Scarlet  BG  . 
Diazo  Brilliant  Scarlet  G.  .  . 
Diazo  Brilliant  Scarlet  PR.  • 

By 
By 
By 

A229 
A233 
A234 

Diamond  Flavine  G  

By 

102 
276 

Diazo  Brilliant  Scarlet  PR.  . 
Diazo  Brilliant  Scarlet  S  4  B 

WD 
Bv 

A529 
A235 

jJiamona  L»reen.  .  . 

B 

495 

Bv 

A237 

Bv 

276 

By 

A238 

iJiamo  id.  Lireen  .   .. 

B 

495 

By 

A239 

Diamond  Green  G   GF,  GN 

B 

499 

Diazo  Brown  NR          

By 

A240 

Bv 

276 

Diazo  Brown  3  RB            •  •  • 

By 

A241 

jJiamona  ijreen  o  o 

Bv 

276 

Bv 

A242 

Diamond  Green  special  .... 

£" 

276 
U128 

Diazo  Fast  Black  BHX  
Diazo  Fast  Black  G      

By 
By 

A243 
A244 

iJiamona  iviage 

B 

U129 

Diazo  Fast  Black  MG 

By 

A245 

Diamond  Phosphine  (V.M.) 
Diamond  Red  BH  

C 
By 

609b 
A223 

Diazo  Fast  Black  SD  
Diazo  Fast  Black  V  

By 
By 

A246 
A247 

By 

A224 

Diazo  Fast  Bordeaux  BL.  .  . 

By 

A248 

Diamond  Violet  BB      .    • 

AW 

U577 

Diazo  Fast  Green  GE  

By 

A249 

Diamond  Yellow  G   

Bv 

204 

Diazo  Fast  Red  7  BL  

By 

A250 

Dianil  Black  PR 

M 

491 

Diazo  Fast  Violet  BL  

By 

A251 

M 

479 

Diazo  Fast  Violet  3  RL  .  .    . 

By 

A252 

M 

380 

Diazo  Fast  Yellow  G  

By 

A253 

Dianil  Blue  G          

M 

415 

Diazo  Fast  Yellow  2  G  

By 

A254 

M 

323 

Diazogene  Black    

AW 

A541 

Dianil  Blue  2  R       

M 

379 

Diazogene  Black  AB  

AW 

A542 

M 

A427 

Diazogene  Black  AD  

AW 

A543 

Dianil  Garnet  B 

M 

332 

AW 

A545 

Dinnil  Vpllnw  1  G 

M 

25 

AW 

A546 

Diani]  Yellow  R  

M 

26 

Diazogene  Blue  2  R,  4585  .  . 

K 

A397 

Dinnil  Ypllnw  2  R 

M 

27 

AW 

A547 

M 

408 

AW 

A548 

Dinnol  Rlark  (V    M  ) 

Lev 

436a 

AW 

A549 

Dianol  Black  BH         

436a 

Diazo  Indigo  Blue  BR  

By 

274a 

Dianol  Black  E        

Lev 

436a 

Diazo  Indigo  Blue  2  RL,  3  RL 

By 

274a 

Diannl  TVIar>V  T?X 

Lev 

436a 

CV 

U730 

Dianol  Black  RO  RW 

Lev 

328 

Diazo  Olive  G        

By 

A255 

Dianol  Blue  402         

Lev 

424a 

Diazophenyl  Black  L  

G 

A613 

Lev 

424b 

Diazophenyl  Blue  BC 

G 

A614 

Lev 

356a 

Diazo  Pure  Blue  3  GL  

By 

A255a 

Lev 

356a 

By 

A256 

Dianol  Fast  Red  K  

BD 

279 

Diazo  Skv  Blue  3  GL  

By 

A258 

BD 

343 

Diazo  Sky  Blue  B      

By 

A257 

Lev 

474 

Diazurine  B    

By 

406 

L  v 

356b 

Q 

U799 

Lev 

356c 

M 

U431 

BD 

356 

M 

888 

Dianol  Red  B 

Lev 

357 

Dioxine  

L 

3 

Lev 

356 

Diphene  Blue  B  

A 

695a 

I 

881 

Diofapne  Blue  R  

A 

690 

Diazanil  BB 

M 

273 

Diphenylamine  Blue  

DH 

520 

M 

A428 

Diphenyl  Black        

M 

922 

A429 

Diphenvl  Black  L      

G 

A615 

125 

Diphenyl  Black  RC 

G 

A616 

Diazine  Black  H  .  . 

Sch 

333 

Diphenyl  Blue  3  BC  

G 

A617 

606 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Diphenyl  Blue  BEG 

G 
G 
G 
G 
G 

G 
G 

G 
G 
G 
G 
G 
G 

G 
G 

G 
G 
G 
G 
G 
G 
G 
G 
G 
G 

G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
H 
H 
AW 
A\V 
K 

g 

I 
By 
CG 
K 
S 
K 

ty 

K 

P 

ly 

CV 
K 
I 
S 
H 
K 
K 

A618 
A620 
A619 
A621 
334 

348 
348 

393 
348 
347 
449 
206 
617 

18a 

14 

14 
205 
12 
A633 
A622 
A623 
A624 
A625 
A626 
295 

207 
A627 
343 
A628 
18 
18 
A629 
467 
468 
A629 
467 
13a 
13 
358 
358 
A634 
A635 
U753 
442a 
A550 
A551 
U335 
442a 
U335 
A692 
A259 
333a 
U335 
442a 
U335 
A260 
442a 
U335 
442 
A261 
U335 
442a 
U335 
A693 
442a 
428a 
U336 
U336 

Direct  Blue  AB  
Direct  Blue  B 

? 

1 
BK 
Q 

K 

AW 
S 
CG 

K 
I 
I 
WB 
K 
I 
CV 

I 

H 
By 
Lev 
I 
L 
K 
K 
L 

428a 
428 
428a 
379b 
428a 

U336 
428a 
428a 
428a 
428a 

U336 
397 
428a 
337 
U336 
428a 
428a 
428a 
428a 
455 
455b 
428b 
A502 
U337 
U337 
A503 
457 
A636 
A504 
486 
344 
A505 
344a 
U337 
A717 
A718 
A694 
A552 
U338 
U340 
U339 
A695 
344 
U341 
478b 
U342 
A20 
462a 
462 
U343 
463 
A696 
A553 
U344 
U345 
A262 
U346 
392c 
343 
343a 
A698 
U704 

U347 
279 
U348 
617c 
617c 
398 
681 
354 

Dipbenyl  Blue  BTC 

Diphenyl  Blue  BBFC  

Diiect  Blue  3  B  
Direct  Blue  5  B 

Diphenyl  Blue  2  R          .... 

Diphenyl  Blue  Black  
Diphenyl     Brown     BBNC, 
BGN    

Direct  Biue  5  B  .  . 

Direct  Blue  7  B,  12  B,  BK, 
FF                        

Dipbenyl  Brown  BN,  BVCN 
Diphenyl    Brown    3    GN. 
3  QNC              

Direct  Blue  BX  
Direct  Blue  C,  G  

Direct  Blue  3  G 

Diphenyl  Brown  GS 

Direct  Blue  GN  
'Direct  Blue  GRC,  N  2  B,  R, 
5  R  
Diiect  Blue  R                 ... 

Diphenyl  Brown  TB       .    .  . 

Diphenyl  Catechine  G  
Diphenyl  Chlorine  Yellow  FF 
Diphenyl  Chlorine  Yellow  G, 

Direct  Blue  RW  

Direct  Blue  WBB  

Direct  Blue  X  2  B 

Diphenyl  Chrysoine  G,  GC. 
Dipbenyl  Chrysoine  3  GN, 

Direct  Blue  30  
Direct  Blue  7079  

Direct  Blue  13108,  13503.  .  . 
Direct  Blue  51096  

Diphenyl  Chrysoine  RR  

Direct  Blue  Black  B 

Diphenyl  Dark  Green  BC  .  . 
Diphenyl  Deep  Black  GC  .  . 
Diphenyl  Deep  Black  GN  .  . 
Diphenyl  Deep  Black  GWC 
Diphenyl  Deep  Black  VN  .  . 
Diphenvl  Deep  Black  VP... 
Diphenyl  Fast  Black  

Direct  Blue  Black  313  
Direct  Brilliant  Blue  8  B  .  .  . 
Direct  Brown  
Direct  Brown  (V.  M.)  
Direct  Brown  B,  H  

Direct  Brown  2  G  ... 

Diphenyl   Fast   Brown   G, 

Direct  Brown  3  GNC  
Direct  Brown  HB  .... 

G 
L 
I 
I 
L 

I 

S 
S 

AW 
K 

K 
K 
I 
L 
K 
I 
K 
A 
By 

r 

?y 

AW 
K 
K 

¥ 

i 
i 

i 
s 

K 

I 
K 
tM 
GrE 
I 
P 
I 

Diphenyl  Fast  Gray  BC.  .  .  . 
Diphenyl  Fast  Red 

Direct  Brown  J,  JJB,  JP.  .  . 

Diphenyl  Fast  Violet  BC.  .  . 
Diphenyl  Fast  Yellow  extra 
Diphenyl  Fast  Yellow  G  .  .  . 
Diphenyl  Green  BC 

Direct  Brown  N  

Direct  Brown  RW  

Direct  Brown  TB  

Direct  Catechine  G 

Diphenyl  Green  G     

Direct  Catechine  30 

Diphenyl  Green  3  G 

Direct  Chrome  Black  14722 
Direct  Chrome  Brown  
Direct  Cotton  Blue  GS,  RDB 
Direct  Cotton  Gray 

Diphenyl  Green  3  GC,  3  GF 
Diphenyl  Green  KGW 

Diphenyl  Orange  GG  

Diphenyl  Orange  RR 

Direct  Cotton  G.een  2  B.  .  . 
Direct  Cutch  GG  .... 

DiphenylRedSB.SC... 
Diphenyl  Red  184,  340.  .  . 
Diphenyl  Scarlet  3  B  
Diphenyl  Violet  BVC.  .  .  . 
Disulphine  Blue  47073  DS 
Direct  Black  (V.  M.)  
Direct  Blac«.  ABC  
Direct  Black  C       

Direct  Dark  Brown  M  

Direct  Dark  Green  

Direct  Dark  Green  S 

Direct  Dark  Violet  BE  
Direct  Deep  Black  E 

Direct  Deep  Black  E  

Direct  Deep  Black  EW  
Direct  Deep  Black  NTS  
Direct  Deep  Black  RW  
Direct  Fast  Black  B 

Direct  Black  D 

Direct  Black  D        

Direct  Black  DB         ... 

Direct  Black  E 

Direct  Black  FBS        .... 

Direct  Fast  Blue  FFB  
Direct  Fast  Brown  C,  GB.  . 
Direct  Fast  Brown  GG  
Direct  Fast  Gray  RN  
Direct  Fast  Orange  16710.  . 
Direct  Fast  Red  F  
Direct  Fast  Red  17727,  25420 
Direct  Fast  Scarlet  (V.  M.)  . 
Direct  Fast  Scarlet  4  BS  .  .  . 
Direct  Fast  Scarlet  4  BS, 
8  BS                   

Direct  Black  FBS 

Direct  Black  G           

Direct  Black  '}  G 

Diiect  Black  3  R  

Direct  Black  RC 

Direct  Black  RO   

Direct  Black  T 

Direct  Black  V     

Direct  Black  VT 

DirectBlack  WC,  3899,  3919 
Direct  Black  7565  
Direct  Black  8535  
Direct  Black  14714   

Direct  Fast  Scarlet  SE  
Direct  Fast  Violet  3654  
Direct  Fast  Yellow  

Direct  Black  33336 

Direct  Fast  Yellow  OO,  R.  . 
Direct  Gray  B  

Direct  Bme.  . 

Direct  Blue  (V.  M.)  
Direct  Blue  A  

Direct  Gray  B  J 

Direct  Gray  R.. 

GLOSSARY  OF  DYE  NAMES 


607 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

I 
CG 
1,8 
CG 
CG 
S 
I 
CG 

8r 

OU 

b 
I 

I 
I 
B 
K 
K 
S 
I 
G 
I 
K 
L 
BK 

CG 
K 

i.s 

DH 

S 
K 

I 
I 

S 
BK 
I 
WB 
S 
S 

I 

H" 
I 

CG 

? 

s 

K 

CG 
I 
K 
A 
K 
S 
H 
I 
GrE 
Sch 
K 
L 
K 

GrE 
G 

K 
By.GrE 
GrE 

Sch 

AW 

478a 
A444 
478a 
A445 
A446 
475 
478a 
A447 
478a 
A448 
478a 
439 
440 
353 
443 
U349 
U349 
392b 
392 
lib 
362 
lla 
A506 
392b 
392b 
U491 
U350 
307b 
307b 
307b 
U351 
307b 
A699 
U800 
U705 
U706 
U480 
A700 
426 
A719 
A720 
A700 
424 
413a 
413 
A449 
352 
352 
413a 
A398 
A450 
413a 
9b 
9g 
9b 
9e 
9h 
304b 
A459 
9 
9b 
304b 
9b 
9f 
A460 
9d 
9h 
9b 
9 
A461 
9 
617b 
9o 

Direct  Yellow  WH 

WB 
CICo 

L 
L 
L 
L 
L 
L 
L 
tM.etc. 

% 
1 

A,Lev 
AW 
AW 
AW 
AW 
AW 
AW 
K 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 

AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
AW 
M 
AW 
AW 

342 
9h 
9 
304b 
A507 
A508 
A509 
A509a 
A510 
216 
61 
174 
108 
A263 
A264 
247 
176 
A554 
A555 
A556 
A557 
A558 
A559 
U352 
A560 
A562 
A563 
A561 
A564 
A565 
A566 
A567 
A568 
A569 
A570 
A571 
A572 

A573 
A574 
A575 
A576 
A577 
A578 
A579 
A580 
A581 
A582 
A583 
A584 
A585 
A586 
A587 
A589 
A590 
A591 
A592 
A593 
A594 
A595 
A596 
A597 
U433 
A599 
A598 
842 
838 
849 
881 
882 
883 
912 
917 

Direct  Green  B          

Direct  Yellow  Z  

Direct  Yellow  242 

Direct  Green  C          

Direct  Yellow  19305  
Domingo  Alizarin  Black  EF 
Domingo  Alizarin  Black  G.  . 
Domingo  Alizarin  Blue  R.  .  . 
Domingo  Alizarin  Bordeaux 
Domingo  Black  46216  
Domingo  Blue  Black  B  
Domingo  Violet  A  
Double  Brilliant  Scarlet  G.  . 

Direct  Green  G 

Direct  Green  G        

Direct  Green  3  GG  Y      ... 

Direct  Green  KGD  
Direct  Green  U          

Direct  Green  10865           .    • 

Direct  Green  9753,  34267..  . 

Direct  Indigo  Blue  BK 

Direct  Indigo  Blue  BN  
Direct  Indone  Blue  R  
Direct  Navy  Blue         

Double  Ponceau  2  R  

Double  Ponceau  4  R  
Double  Scarlet  

Direct  Navy  Blue  B 

Double  Scarlet  extra  S  
Drazaline  Alizarin  
Drazaline  Black  BH  

Direct  Orange  BR,  G  

Drazaline  Blue  10  B          ... 

Direct  Orange  R    

Drazaline  Blue  2  BFL  
Drazaline  Blue  CV      

Drazaline  Blue  F 

Direct  Orange  1901 

Drazaline  Blue  FF    

Drazaline  Blue  FS 

Direct  Pure  Blu?               •  •  • 

Drazaline  Blue  RFL  

Direct  Purple  N  
Direct  Red                

Drazaline  Blue  VVV  
Drazaline  Blue  Black  HWF 
Drazaline  Bordeaux  6  B  
Drazaline  Brilliant  Yellow.  . 
Drazaline  Brown  C  3  B  .  .  .  . 

Direct  Red  B                

Direct  Red  3  B              

Direct  Red  N             

Direct  Red  215   1725 

Drazaline  Brown  G  

Drazaline  Brown  3  GL  
Drazaline  Brown  4  J  
Drazaline  Brown  R  

Direct  Scarlet  B       

Direct  Scarlet  FB 

Drazaline  Chlorine  Yellow  G 
Drazaline  Diamond  Violet 
BB                             

Direct  Sky  Blue           

Direct  mcv  "Rlno  R 

Direct  Sky  Blue  FF 

Drazaline  Fast  Blue  4  GFL. 
Drazaline  Fast  Gray  

Direct  Skv  Blue  22 

Drazaline  Fast  Red     

Direct  Sky  Blue,  greenish  .  . 
Direct  Violet  B      

Drazaline  Fast  Red  F 

Drazaline  Fast  Yellow  B  .  .  . 
Drazaline  Garnet  BB  
Drazaline  Garnet  FL  

Direct  Violet  R              

Direct  Violet  R 

Direct  Violet  R           

Drazaline  Indigo  Blue  

Direct  Violet  RR  
Direct  Violet  3653,  4561.  .  .  . 

Drazaline  New  Red  10  B.  .  . 
Drazaline  Orange  FL  

Direct  Violet,  12932,  18510. 
Direct  Yellow  (V   M  ^ 

Drazaline  Orange  G    

Dirpct  Vpllnw  "R 

Drazaline  Red  F    

Direct  Yellow  BK 

Drazaline  Red  FL  

Direct  Yellow  C  

Drazaline  Red  FV 

Direct  Yellow  CR 

Drazaline  Sky  Blue  FF  
Drazaline  Violet  D          .... 

Direct  Yellow  EGOO  
Direct  Yellow  F  
Direct  Yellow  G,  GBE,  GR 
Direct  Yellow  G 

Drazaline  Violet  NFL 

Drazaline  Violet  VB   

Drazaline  Yellow  R  

Direct  Ypllrvw  2  fl 

Drazaline  Yellow  R  

Direct  Yellow  6  G       

Drazaline  Yellow  S  
Drazaiine  Yellow  T 

Direct  Yellow  GOO  
Direct  Yellow  MC 

Duranthrene  Blue  CC  
Duranthrene  Blue  RS  

Direct  Yellow  PC  

Direct  Yellow  PI  

Duranthrene  Yellow  

BD 
BD 
BD 
BD 
BD 

Direct  Yellow  R  
Direct  Yellow  2  RF  
Direct  Yellow  TO         

Durindone  Blue  6  B  
Durindone  Red  B  

Direct  Yellow  V  

Durindone  Red  N  

608 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Durindone  Scarlet  R  
Dutch  Yellow  

BD 

FA 

905 
103 

Eriochrome  Green  H  

G 
G 

U615 
U616 

Eboli  Blue  B                     ... 

L 

389 

G 

U617 

Eboli  Green        

L 

466 

G 

U618 

Eclipse  Black  C  

G 

720G 

Eriochrome  Olive  G  

G 

U619 

Eclipse  Brown  B    

G 

S141 

G 

133 

Eclipse  Brown  GC       .    ... 

G 

S142 

Eriochrome  Red  AW  B 

G 

29 

Eclipse  Brown  R  
Eclipse  Fast  Brown  BC  .  .  . 

G 
G 

S143 
S144 

Eriochrome  Verdon  A,  S  .  . 

G 
G 

260 
A643 

Eclipse  Fast  Brown  GC  .  .  . 
Eclipse  Fast  Brown  3  GC  . 
Eclipse  Fast  Brown  4  R.  .  . 
Eclipse  Fast  Dark  Brown  BC 
Eclipse  Fast  Red  Brown  .  . 
Eclipse  Fast  Red  Brown  E 
Eclipse  Phosphine  GGC.  .  . 
Eclipse  Phosphine  RRC.  .  . 

G 
G 
G 
G 
G 
G 
G 
G 

S145 
S146 
S147 
S148 
S149 
S150 
S151 
S152 

Eriochrome  Violet  2  BL.  .  . 
Eriochrome  Yellow  2  G 
Eriochrome  Yellow  3  G    .  . 
Eriochrome  Yellow  GR    ... 
Eriochrome  Yellow  S  .  . 
Eriocyanine  A,  AC,  R.  . 
Erio  Fast  Blue  SWR  
Erioflavine  SX         

G 
G 
G 
G 
G 
G 
G 
G 

A644 
A645 
A646 
A647 
A648 
531 
A637 
19 

Eclipse  Yellow  G         

G 

S153 

Eriofloxine  6  B 

G 

66 

Eclipse  Yellow  3  G  

G 

S154 

Eriofloxine  2  G         

G 

42 

A 

123 

G 

506 

A 

100 

Erioglaucine  A  AP  EP   X 

G 

CLOfi 

Var 

587 

H 

506 

Eosine  (V  M)  

Var 

587 

G 

564 

B  Bv 

587a 

G 

564 

Eosine  AG 

B 

587n 

G 

K«4 

Eosine  AG  A  3  G,  BB.  .  .  . 

M 

587 

G 

A649 

Eosine  BN   BNL           .... 

B 

590 

Erio  Violet  BC 

G 

U610 

Eosine  CA   W         

B 

587a 

Erio  Violet  RLC        

G 

U611 

Eosine  S  SP                

B 

589 

G 

503 

Eosine  Spirit  Soluble  

tM 

588 

Erweco  Alizarin  Acid  Blue  R 

RWCo 

857 

Eosine  (yellowish)  701  
Era  Black  J              

G 

Lev 

587 
275 

Erweco  Alizarin  Acid  Red  BS 
Erythrine  7  B           

RWCo 
B 

781 
255 

Ergane  Yellow  G         

B 

U130 

Q 

A3  74 

Ergane  Yellow  R  

B 

U131 

B 

228 

Ergane  Yellow  W        

B 

U132 

B 

249 

B 

U133 

M 

592 

B 

U134 

M 

592 

B 

U135 

M  etc 

592 

B 

U136 

B  L 

591 

Erica  B                    

A,  etc 

121 

Ethyl  Acid  Blue  RR  

B 

63 

Erica  BB     

S 

121 

Ethyl  Acid  Violet  S  4  BXX. 

B 

61 

Erica  BN               

A 

121 

Ethyl  Blue  B            

B 

A  76 

A  Lev 

122 

B  etc 

518 

Erica  G               

s 

122a 

Ethyl  Violet          

B  G 

518 

Erica  GN                  

A 

122 

Ethyl  Violet              

M  I 

518 

Erica  2  GN 

A 

117 

Ethyl  Violet  8682 

I 

518 

Erie  Direct  Black  G,  GX.  .  . 

Sch 

462 

Euchrysine  (V  M  )    

B 

608 

Erie  Direct  Black  R  
Erie  Direct  Black  RX  

Sch 
Sch 

463 
463 

Euchrysine  RR,  GG,  GNX, 
GRNT         

B 

608 

Erie  Direct  Brown  GB  
Erie  Direct  Brown  GR  
Erie  Direct  Brown  3  RB.  .  . 

Sch 
Sch 
Sch 

477a 
477 
344 

Euchrysine  NX,  RT,  RRD. 
Euchrysine  3R,  3  RX  

B 
B 
AW 

608 
603 
A600 

Erie  Direct  Brown  RF,  2  RF 
Erie  Direct  Green  ET  
Erie  Direct  Green  MT 

Sch 
Sch 
Sch 

488 
464 
474 

Excelsior  Lake  Scarlet  (V.M.) 
Excelsior  Scarlet  G  
Excelsior  Scarlet  3  R 

C 

M 
M 

A375 
U434 
U435 

Erie  Direct  Green  WT  

Sch 

464 

Export  Blue  1504        .  .  . 

B 

U137 

Erie  Orange  2  R 

Sch 

311 

562 

Erioazurine  BC       

G 

A638 

Fast  Acid  Blue  B     

Bv 

562 

Eriocarmine  2  BC 

G 

A639 

Fast  Acid  Blue  3  B 

0 

562d 

Eriochromal  Brown  EB  .... 

G 

U612 

Fast  Acid  Blue  R    

M 

584 

Eriochromal  Gray  5  G 

G 

U613 

Fast  Acid  Blue  RH  .    ... 

H 

584a 

Eriocbrome  Azurol  B,  BC  .  . 

G 
G 

551 
554 

?ast  Acid  Eosine  G  

M 
Bv 

581 
41 

Eriocbrome  Black  A  

G 

184 

Fast  Acid  Green  RH  

H 

503a 

Eriochrome  Black  T      

G 

183 

Fast  Acid  Magenta  G  

M 

581a 

Eriochrome  Blue  BlackB.BC 
Eriochrome  Blue  Black  G  . 

G 
G 

180 
180a 

Fast    Acid    Marine    Blue 
HBBX                  

B 

U138 

Eriochrome  Blue  Black  R  .  . 
Eriochrome  Brown  RC  

G 
G 
G 

181 
A640 
A641 

Fast  Acid  Navy  Blue  GRI.  . 
?ast  Acid  Phloxine  A  
Fast  Acid  Red  A 

I 

M 
M 

U665 
581 
581b 

Eriochrome  Brown  V  

G 
G 

A642 
553 

Fast  Acid  Red  EB,  EGG.  .  . 
Fast  Acid  Red  RH      

L 
H 

67a 
67a 

Eriochrome  Geranol  R  .  . 

G 

U614 

Fast  Acid  Violet  ,  , 

AW.C 

580a 

GLOSSARY  OF  DYE  NAMES 


609 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Fast  Acid  Violet 

582 

Fast  Mordant  Yellow 

Var 

2Q4. 

Fast  Acid  Violet  A  2  R  
Fast  Acid  Violet  B          .... 

M 
By 

582 
562 

Fast  Mordant  Yellow  G  
Fast  Navy  Blue            

B 
K 

294 
fi4Q 

Fast  Acid  Violet  B    

M 

580 

Fast  Navy  Blue  A  

GrE 

649 

Fast  Acid  Violet  3  B  

K 

U353 

Fast  Navy  Blue  BNNOO, 

Fast  Acid  Violet  10  B 

Bv 

528 

RZOO                          .    . 

GrF 

64Q 

Fast  Acid  Violet  ERR  
Fast  Acid  Violet  R            ... 

B 
K 

U139 
U353 

Fast  Neutral  Violet  B  

c 

I 

678 
35 

Fast  Acid  Violet  R  RBE 

M 

580a 

M 

148 

Fast  Acid  Violet  RGE    .... 

M 

582 

Fast  Paper  Yellow  G  

CG 

U492 

Fast  Acid  Violet  RX 

H 

580a 

Fast  Parme 

AW 

U580 

Fast  Acid  Violet  416 

K 

U353 

Fast  Pink  BN    GN 

I 

604. 

Fast  Acid  Yellow  (V  M  )  . 

c 

23a 

Fast  Pink  for  silk           

DH 

694 

Fast  Acid  Yellow  RBE 

M 

U436 

Bv 

A265 

Fast  Acid  Yellow  RH 

H 

137a 

Fast  Printing  Green  

K 

2 

Fast  Black                     

G 

U622 

Fast  Printing  Yellow  R  .  .  .  . 

Bv 

U240 

Fast  Black                        .... 

L 

658 

Fast  Red  A             

Var 

161 

Fast  Black  B              

B 

740 

Fast  Red  A  

B 

A77 

Fast  Black  BS                  .... 

B 

741 

Fast  Red               

Var 

168 

Fast  Black  N 

B 

160 

Fast  Red                     

Var 

161 

Fast  Blue                         

tM 

699 

Fast  Red  A           

WB 

166 

Fast  Blue  AOOOO 

GrE 

699b 

Fast  Red  ANSX      

B 

A78 

Fast  Blue  B                    

A. 

697 

Fast  Red  AV      

B  By 

161 

Fast  Blue  B                        •    • 

AW 

699 

Fast  Red  B             

B  etc 

112 

Fast  Blue  BB               

G 

U623 

Fast  Red  BN      

B 

112 

Fast  Blue  3  BB                .... 

GrE 

699b 

Fast  Red  BT        

Bv  etc 

111 

Fast  Blue  O 

M 

699 

Fast  Red  CJ             

B 

163 

Fast  Blue  R                    

B  K 

699 

Fast  Red  E         

Var 

166 

Fast  Blue  RD 

A 

649 

B 

A79 

Fast  Blue  Z                 

G 

U624 

Fast  Red  NS      

By 

168 

Fast  Blue  62105               •  •    • 

A 

649 

Fast  Red  G             

M 

161 

BK 

236a 

Fast  Red  S          

Sch 

161 

Fast  Bordeaux  G  • 

BK 

236a 

Fast  Red  VR  

WD 

164 
U545 

6B                         

GrE 

66c 

Fast  Sailor  Blue  A,  R  

AW 

649 

Fast  Biiliiant  Black  12349 

j 

U666 

B 

U141 

j^ 

172 

Fast  Scarlet  B             

K 

248 

Bv 

213 

Fast  Scarlet  BX     

B 

U142 

j^ 

172 

Fast  Scarlet  BXG      

B 

U143 

Fast  Brown  G                     •    • 

A 

212 

Fast  Straw  Yellow  V  

AW 

A601 

Fast  Brown  GS  
Fast  Brown  N        

G 
B 

U625 
160 

Fast  Sulf  on  Black  
Fast  Sulf  on  Black  F  

B" 

264 
264 

Fast  Brown  O            

M 

214 

Fast  Sulf  on  Violet  5  BS.  . 

S 

182 

Fast  Chrome  Black.  

Fast  Chrome  Black           •    • 

AW 
jj 

U578 
275a 

Fast  Sulf  on  Violet  4  R  .  .  . 
Fast  Toluylene  Red  

S 
GrE 

182 
358a 

Fast  Chrome  Black  K  

BK 

U481 

Fast  Victoria  Violet  S  4  B  . 

GrE 

61d 

O 

U801 

Fast  Violet  R             

AW 

A602 

L 

U518 

AW 

U581 

wn 

TT  ^4.4. 

Fast  Wool  ^carlet  4  R 

BK 

U482 

Fast  Direct  Yellow  22090 

g 

304b 

Fast  Yellow          

Var 

137 

B 

590b 

Fast  Yellow  FY     

Lev 

137 

AW 

U579 

Fast  Yellow  GR  

tM 

137 

GrE 

681 

Fast  Yellow  N      

p 

150 

"Fflqt  Prav  PPR 

PG 

681 

K.BK 

149 

tM 

U529 

C 

137 

Rv 

523 

Fast  Yellow  Y        

B 

149 

Fast  Green  bluish  .  .  »S  

% 

523 

U582 

Fast  Yellow  95  
Fast  Violet            

Q 

137 
626 

AW 

TJ583 

Flavazine  E  3  GL  

M 

20a 

AW 

U584 

M 

19 

AW 

U585 

M 

20 

AW 

U586 

M 

20a 

•D-. 

TTOQQ 

B 

668 

Fast  I  ight  Green         .... 

lv 

523a 

Flavophosphine  G,  4  G,  R.  . 

M 

609d 

TW 

38 

785 

"Ffl.<*t    Ticrht    Vpllnw   O      2    O 

rsy 

Var 

585 

3G,  GGN  

By 

19 
U140 

Formyl  Violet  (V.M.)  

C 
P 

53C 
U595 

BV 

19a 

Q 

U802 

Fast  Mordant  Black  FH  .    . 

M 

T  PV 

275 
U737 

French  Red  

P,  etc. 
Var 

U593 
512 

M 

A430 

P 

512 

Paat    A/Trvrrlont  TUl1<»  "R 

M 

A431 

Fuchsine  B  

tM 

512 

610 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

GrE 
tM 
Sch 
B 
Sch 
I 
By 
By 

512 

512 
513 
524 
512 
250a 
U241 
U242 
923 
923 
637 
639 
645 
U626 
599 
599 
599 
626 
626 
626 
626 
628 
772 
629 
6f>8a 
U243 
U244 
641 
2 
118 
512 
U4 
659b 
501 
U245 
310 
309 
288 
145 
698a 
U357 
495a 
U5S7 
U354 
495a 

U144 
U707 
U803 
495a 
U356 
495 
495 
495 
U356 
495 
U356 
U355 
U355 
U507 
539 
U5 
U6 
U7 
U8 
U9 
U10 
A22 
A  23 
Ull 
U12 
U13 
503 

Guinea  Fast  Green  3  B  .  .  . 
Guinea  Fast  Green  2  G  .  .  . 
Guinea  Fast  Red  BL 

A 

A 
A 
A 
A 
A 
A 
Var 
A 
A 
A 
Var 
A 
A 

I' 

L 
M 
M 
M 
M 
M 
M 
C 
GrE 
A 
GrE 
C 
B 
G 
G 
G 
G 
G 
M 
M 
M 
M 
M 
M 
M 
M 
M 
M 
M 
M 
M 
M 
M 

M 
M 

M 
M 
M 
M 
M 
M 
M 
M 
M 
M 
Iff 
M 
M 
M 
M 
By 
By 
By 
By 
By 
By 

U15 

U16 
U17 
U18 
U19 
U20 
U21 
502 
502 
505 
A24 
530 
530o 
530 
U246 
U519 
U520 
U437 
U438 
U439 
28 
U441 
U442 
A376 
U508 
U23 
U508 
U287 
138 
141 
436 
436 
424 
A453 
921 
880 
896 
896ft 
904a 
873 
904* 
904 
836 
902 
903 
907 
915 
921 
892 

921* 
914 
835 
913 
910 
910 
917 
91S 
916 
920 
920 
898 
920 
810a 
810 
810 
810a 
A266 
858 
73 
73 
A268 
A269 

Fuchsine  NB  

Fuchsine  S          

Guinea  Fast  Red  4  BL.  .  .  . 

Fuchsine  TR                 •    •  • 

Fulling  Orange  16700 

Guinea  Fast  Violet  AL.  .  .  . 
Guinea  Fast  Violet  10  B.  .  . 

Fur  Black  DM 

Fur  Gray  27953         

§HBy 
DH 
G 
By,etc. 

B 
Var 
B 
I 
B 
DH 
B 
DH 
By 

Iy 

Gallanilic  Violet  R,  B  

Guinea  Violet  4  B.  6  B  
Guinea  Violet  S  4  B 

Gallazol  Blue  4  G  
Galleine       .          

Half  "W  ool  Blue  3  R 

Half  Wool  Green  63816  .  .  . 
Half  Wool  Green  63816  N 

Galleine  SR,  SW,  W  

Gallocyanine  D  

Hansa  Rubine  G        

Galloflavine  W  
Gailo  Green  DH        

Hat  Blank  (V  TVT  "> 

Hat  Black  A  4  AN 

Gallo  Violet  D            

Hat  Black  B* 

Gallo  Violet  DF  

lat  Black  L  S 

H 

^y 

A 
G 

By 

Ki 
Ki 
A 

fy 

K 
H 
AW 
K 
H 
B 
B 
S 

8 

K 

tM 
H 
tM 
K 
H 
K 
K 
K 
GrE 
M 
A 
A 
A 
A 
A 
A 
A 
A 
A 
A 
A 
A 

Helianthine  G,  GG,  GFF,  R 
Heligoland  Black  BH  
Heligoland  Black  FFNX  .  .  . 

(Gloria  "Rlnrk  N 

Helindone  Black  RRG  

lelindone  Blue  3  GN  
Helindone  Blu6  3  R      

Golden  Brown  

Gray  NO                

lelindone  Brown  AN  

Gray  Blue  0095    

lelindone  Brown  G  
lelindone  Brown  3  GN  .... 
lelindone  Brown  2  R  
lelindone  Brown  5  R  
Helindone  Fast  Scarlet  C.  .  . 
Helindone  Fast  Scarlet  R,  RC 
lelindone  Gray  2  B,  BR.  .  . 

Green  BX             

Green  HD             

Green  PLX             

Green  VGW          

Green  21                   

Orppn  241 

Green  15825              

Helindone   Printing   Black 

2  RQ 

[elindone  Orange  D  
[elindone  Orange  GRN.  .  .  . 

Helindone  Pink  AN,  BN  .  .  . 

Helindone  Red  3  B 

Green  residue  D  
Grela  Red  R             

Guernsey  Blue  O  

Helindone  Violet  B,  BB  

Guinea  Bordeaux  B  
Guinea  Bordeaux  6  B  

Helindone  Violet  R 

Helindone  Yellow  CG  
Helindone  Yellow  GG  vat  .  . 
Helindone  Yellow  3  GN  
elindone  Yellow  RN  
elio  Bordeaux  BL  
elio  Fast  Blue  BL  
Helio  Fast  Red        

Guinea  Brown  R   

Guinea  Brown  2  R    

Guinea  Carmine  B  

Guinea  Carmine  D  
Guinea  Cyanine  LB  
Guinea  Cyanine  LG  
Guinea  Cyanine  LR  
Guinea  Fast  Green  B  .  . 

elio  Fast  Red  RL,  TRL  .  . 
elio  Fast  Ruberine  RL  
elio  Fast  Violet  AL  .  . 

GLOSSARY  OF  DYE  NAMES 


611 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Helio  Fast  Yellow  8  GL     , 

Bv 

A270 

Indanthrene  NN          .... 

B 

873a 

Helio  Red  RM 

By 

A271 

B 

768a 

Helio  Red  RMT    

By 

A272 

Indanthrene  Black  B,  BB.  . 

B 

768a 

Heliotrope  2  B 

A  L  By 

321 

Indanthrene  Blue  3  G 

B 

840 

Hessian  Brilliant  Purple  .... 
Hessian  Brown  BBN 

L 
L 

302 
489 

Indanthrene  Blue  GC  
Indanthrene  Blue  GCD 

B 
B 

843 

842 

Hessian  Fast  Red  F 

L 

343 

Indanthrene     Blue     GGS 

Hessian  Purple  N              ... 

By  L 

301 

GGSL                          

B 

841 

305 

Indanthrene  Blue  GG   SP 

B 

841 

Hoffmans  Violet     

p 

514 

Indanthrene  Blue  3  GP  .... 

B 

840 

L 

609 

Indanthrene  Blue  R        ... 

B 

837 

L 

609 

Indanthrene  Blue  RS    

B 

838 

Hydranthrene  Brilliant  Cop- 
per D                         

813 

Indanthrene  Blue  WB  
Indanthrene  Blue  WR  

B 
B 

850 
850a 

Hydranthrene  Dark  Blue.  .  . 
Hydranthrene  Olive  R  . 
Hydranthrene  Yellow  AG, 
AR 

'.'.'. 

763 
791 

849 

Indanthrene  Blue  Green  B.  . 
Indanthrene  Bordeaux  B.  .  . 
Indanthrene    Bordeaux    B 

B 
B 

B 

765a 
828 

827 

Hydrazine  Yellow  OO 

GrE 

A462 

B 

867 

Hydrazine  Yellow  SO  
Hydrazol  Black          

GrE 
AW 

A463 
AG03 

Indanthrene  Brown  B  
Indanthrene  Claret  B  

B 
B 

867 
828 

Hydrazol  Black  R  
Hydrazol  Chrome  Black  CB 
Hydrazol  Chrome  Black  DB 
Hydron  Blue  (V.  M.)  
Hydron  Blue  G   R 

AW 
AW 
AW 
C 

A604 
A  605 
A606 
748 
748 

Indanthrene  Claret  B  extra. 
Indanthrene  Copper  R  
Indanthrene  Dark  Blue  BD 
Indanthrene  Dark  Blue  BO 
Indanthrene  Dark  Blue  BT 

B 
B 
B 
B 
B 

827 
813 
763 
763 
846 

Hydron  Brown  (V.  M.)  
Hydron  Olive  G             

C 

c 

748a 
748b 

Indanthrene  Fast  Blue  RR. 
Indanthrene  Gold  Orange  G 

B 
B 

837a 
760 

Hydron  Violet  
Hydron  Yellow  G          

c 

c 

748c 
748d 

Indanthrene  Gold  Orange  B 
Indanthrere  Gold  Orange  RS 

B 
B 

761 
761 

Hylidine  Ponceau  2  R  

G 
tM 

U627 
U532 

Indanthrene    Gold   Orange 
2  RT                          

B 

761 

Immedial  Black  (V.  M.)  .  .  .  . 
Immedial  Blue  (V.  M.)  
Immedial  Bordeaux  G  

C 
C 
C 

724 
724a 
739 
720 

Indanthrene  Gray  B,  BP  .  .  . 
Indanthrene  Green  B  
Indanthiene  Maroon  R.  .  .  . 

B 
B 
B 
B 

848 
765 
845 
791 

Immedial  Brilliant  Carbon 
F  FG 

(2 

720 

Indanthrene  Orange  RT  

B 
B 

812 
873b 

p 

S69 

Indanthrene  Red  BN 

B 

831 

Immedial  Brown  (V.  M.)  .  .  . 

Immprliil  rVrhnn  (V    M  1 

c 

/-» 

725 
720 

Indanthrene  Red  G  
Indanthrene  Red  R 

B 
B 

826 
830 

c 

S70 

Indanthrene  Red  Brown  R. 

B 

873c 

Immedial  Cutch  (V.  M.)  .  .  . 
Immedial    Dark    Brown 
(V.  M  )        

c 
c 

S71 
725 

Indanthrene  Red  Violet  RRN 
Indanthrene  Scarlet  G,  GS  . 
Indanthrene  Violet  B  

B 
B 
B 

873d 
762 
768 

Immedial  Dark  Green  B  .  .  . 
Immedial  Deep  Green  G  .  .  . 
Immedial  Direct  Blue(V.M.) 
Immedial  Green  (V.  M.)  .  .  . 
Immedial  Green  Blue  

c 
c 
c 
c 
c 
c 

S73 
S74 
S75 
746 
746 
S76 

Indanthrene  Violet  R  
Indanthrene  Violet  RN  .  .    . 
Indanthrene  Violet  RR.  .    . 
Indanthrene  Violet  RT  .  .    . 
Indanthiene  Violet  Yellow 
G  P                  

B 
B 
B 
B 

B 

766 
832 
767 
764 

849a 

Immedial  Indone  (V.  M.)... 

c 
c 

733 
733a 

Indanthrene  Yellow  G,  GP. 

B 
C 

849 
689 

Q 

S77 

414 

immeaiai  JxnaKi  •  •  •  

c 

739 

429 

S78 

427 

S7Q 

430 

p 

711 

396 

S80 

Indazurine  TS                 • 

399 

Q 

728 

India  Rose  17285     

U667 

S81 

Indian  Red                    

G 

U628 

Immedial  Yellow  (V.  M.).  .  . 

c 

710 

Indian  Yellow  (V.M.)  
Indian  Yellow  G  GN 

C 
By 

141b 
141 

(V.  M.)  

c 

S82 

Indian  Yellow  R  

By 

140 

Imperial  Green  GI  

By 

A273 

247 

Indigene  R  
Indigene  Blue  BB 

w 
I 

A701 

Bv 

7b 

I 

A702 

DH 

633 

Var 

874 

DH 

634 

Var 

874 

CG 

704 

Indigo  powder  

Var 

874 

Indamine  6  R  

CG 

M 

705 
696 

ndigo  solution  
Indigo  FBP  

M 
§y 

874 
874 

B 

837 

Ind  go  G  

B 

888 

612 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Indigo  7  G  

Bv 

874 

Janus  Yellow   

\a 

Indigo  KB  paste        

K 

881 

Janus  Yellow  G 

M 

222 

Indigo  KG  

K 

883 

Japan  Black  

B 

U145 

Indigo  MLB           

M 

874 

Japan  Black  B 

B 

U146 

Indigo  MLB  2  B 

M 

880 

B 

U148 

Indigo  MLB  4  B            .... 

M 

881 

Japan  Black  MBG 

B 

U149 

Indigo  MLB  5  B 

M 

882 

Japan  Black  MF 

B 

U150 

Indigo  MLB  6  B 

M 

883 

Jasmine 

G 

U629 

Indigo  MLBR,  MLBRR.  .  . 

M 

879 

Jasmine  high  cone  

G 

140 

Indigo  MLBT              

M 

888 

Jaune  M6tanile  Brom6 

p 

135 

Indigo  MLB  Vat  I 

M 

876 

Jet  Black  APX 

B 

U151 

Indigo  NC 

Bv 

874 

Jet  Black  R 

Bv 

262 

Indigo  RB 

B 

880 

Jet  Black  RR 

B 

U152 

Indigo  T                          

888 

Jute  Black  B                  

By 

U153 

Indigo  Acid  Blue  A 

545 

Jute  Black  I 

tM 

U533 

Indigo  Blue  N            

874 

Jute  Black  RNT 

B 

U153 

Indigo  Blue  275 

CJ 

874 

Jute  Coal  Black  S 

Bv 

U154 

Indigo  Carmine  Blue  BG.  .  . 
Indigo  Extract  A,  AN  4  
Indigo  Salt  T              

A 
B 
K 

U23 

877 
875 

Katigene  Black  (V.  M.)  .  .  .  . 
Katigene  Black  Brown  BW. 
Katigene  Black  Brown  GN. 

1 

Bv 

720 
S39 
S40 

Indigo  Yellow  3  G  
Indigo  White            

I 
B 

889 
876 

Katigene  Black  Brown  R.  .  . 
Katigene  Blue  Black  4  BPA 

By 
Bv 

S41 
720 

Indigotine                          .... 

Var 

877 

Katieene  Brilliant  Black  B, 

Indigotine  P           

B 

878 

FG                                

Bv 

720 

Indigotine  500                  .... 

A 

877 

Katigene  Brilliant  Green  3  G 

By 

843 

Indo  Carbon               

c 

748 

Katigene  Brown  2  R  

By 

S45 

667 

By 

S46 

Indochromine  RR,  T  
Indochromine  Black  EXD  .  . 

s 

g 

667 
667a 

Katigene  Chrome  Blue  5  G  . 

U 

S47 
S48 

666 

Katigene  Deep  Black  B 

Bv 

720 

Indocyanine  B,  2  RF  

A 
G 

705a 
699  c 

Katigene  Direct  Blue  B  .  .  .  . 
Katigene  Direct  Blue  RF 

By 
Bv 

S49 
S50 

Indoine                    

WD 

126 

Bv 

746 

Sch 

126 

Katigene  Green  2  B    4  B, 

Indoine  Blue  R          

B 

126 

2  G   MK                        

Bv 

746 

DH 

619 

Bv 

S51 

Indo  Violet  BF          

A 

U24 

By 

S52 

Induline                           •    • 

Var 

699 

Bv 

S53 

Induline                  

Var 

697 

Katigene  Indigo  3  GT    .... 

By 

S54 

Induline  B 

Bv 

699 

Katigene  Khaki  G 

Bv 

S55 

Induline  2  B           

CJ 

699 

Katigene  Olive  GN         .... 

By 

S56 

Induline  BA                 .... 

p 

697 

Bv 

S57 

Induline  DB   N  

tM 

699 

Katigene  Red  Brown  R  .  .  .  . 

B 

S58 

Induline  NN               

B 

699 

Katigene  Red  Brown  3  R.  . 

Bv 

S59 

Induline  NBL      

Bv 

699 

Katigene  Violet  B        

By 

S60 

Induline  RN 

K 

699 

Katigene  Violet  3  R          ... 

By 

S61 

Induline  S 

j 

697 

Kati<*ene  Yellow  G 

Bv 

S62 

Induline  WLX             

B 

699 

Katigene  Yellow  GG       .... 

By 

S63 

Induline  1768,  1778  

K 

699 

Katigene  bellow  GR  

By 

S64 

Induline  10350             .... 

I 

697 

Katigene  Yellow  Brown  GG 

By 

S65 

Induline  38724  38725 

jj 

699 

Katigene  Yellow  Brown  GR 

Bv 

S66 

Induline  Black'base  5789  .  .  . 
Induline  Red  (V  M  ) 

K 
j£ 

700 
699  a 

Katigene  Yellow  Brown  9  R 
Katigene  Yellow  Brown  RL 

& 

S67 
S68 

Induline  Scarlet  (Iris  Blue) 

B 

671 

Ketone  Blue  4  BN          .... 

M 

547 

Induline  Spirit  Soluble 

Var 

697 

Ketone  Fast  Violet  10  B 

I 

528 

Induline  Water  Soluble  .... 

Var 

699 

Kiton  Blue  N             

I 

U668 

Ingrain  Black 

H 

A759 

Kiton  Blue  V                      ... 

I 

543 

Ingrain  Black  4  B    

H 

A758 

Kiton  Fast  Green  V    

I 

564 

Ink  Blue  BJTBNOO  

GrE 

U509 

Kiton  Fast  Orange  G        ... 

I 

U669 

Ink  Blue  BJTNO 

GrE 

U509 

Kiton  Red  6  B 

I 

U672 

Ink  Blue  BNOO        

GrE 

U509 

Kiton  Red  G                      •  •  • 

I 

U673 

Intensive  Blue  B  
Iris  Blue                

?y 

562 
648 

Kiton  Fast  Violet  10  B  
Kiton  Violet  12  B 

I 
I 

528 
U674 

Irisamine 

c 

576 

Kiton  Fast  Yellow  3  G 

I 

U670 

Irisamine  G        

c 

576 

Kiton  Fast  Yellow  R 

I 

U671 

Irisamine  G  ex               ... 

g 

576 

Kiton  Yellow  G 

I 

U675 

Isamine  Blue  (V.  M.)  

c 

U288 

Kiton  Yellow  GG      

I 

U676 

Isodiphenyl  Black  R  

G 

437 

Kraft  Brown  L 

B 

U155 

Isopurpurin  

784 

Kraft  Brown  basic  YZ  

B 

U155 

Italian  Green         

709 

Kryogene  Black  BNX 

B 

755 

Janus  Brown  B 

M 

435 

Kryogene  Black  TBO  TG 

B 

720 

Janus  Gray  B  

M 

128 

Kryogene  Black  TGE,  TGO 

B 

720 

Janus  Red  B... 

M 

240 

Krvoeene  Black  TGO.  .  . 

B 

756 

GLOSSARY  OF  DYE  NAMES 


613 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Kryogene  Blue  BNO  

B 

753 

Lemon  Yellow  R 

J£ 

Tjocrj 

Kryogene  Brown  A  
Kryogene  Brown  A,  G  .  .  .    . 

B 
B 

743 
750 

Leuco-Gallo  Thionine  DH  .  . 
Leucol  Dark  Green  B.  . 

DH 
Bv 

664 

86fi 

Kryogene  Brown  GX  

B 

750 

Leucol  Brown  B  

B? 

872 

Kryogene    Brown    R  B 

Light  Blue              

tM 

KOI 

RBNXX               

B 

751 

Light  Blue  G 

tM 

KOQ 

Kryogene  Brown  RXX  .  .     . 
Kryogene  Direct  Blue  B  . 

B 
B 

75la 
753 

I  ight  Blue  Superfine  Spirit 
Soluble                            .    . 

M 

520 

Kryogene  Direct  Blue  3  B.  . 
Kryogene    Direct    Blue 
BNAGX                       

B 
B 

754 
753 

Light  Green  A  ex  cone  
Light  Green  2  A  
Light  Green  2  G  cone 

tM 

tM 
B 

503 
518 
505 

Kryogene  Direct  Blue  G,  GO 

B 

752 

Light  Green  SF      

B 

504 

Kryogene  Green  GX  

B 

754a 

Lio'ht  Green  SF              .    ... 

B 

505 

Kryogene  Pure  Blue  R  

B 

729 

Light  Green  SF  Bluish  

B 

504 

Kryogene  Red  Brown  GRXX 
Kryogene  Violet  3  RX     .  .  . 

B 
B 

751b 
754b 

Light  Green  SF  Yellowish.  . 
Light  Green  SF  Yellowish 

B 

505 
505 

Kryogene  Yellow       

712 

Light  Green  SL          

505 

Kryogene  Yellow  G   GG  .  .  . 

B 

712 

Light  Green  Yellowish      .    . 

505 

Kryogene  Yellow  R  

B 

716 

Lilac  PC                  

DH 

U599 

Lacquer  Black  R           

A. 

U25 

Lilac  PC                        

G 

U631 

Lake  Black  C 

C 

U289 

Liquid  Oil  Black  N 

tM 

U536 

Lake  Black  P               

G 

U630 

H 

566 

Lake  Blue  ABII 

M 

U443 

Lithol  Claret  B              ... 

B 

A80 

Lake  Blue  ABOII      

M 

U444 

Lithol  Fast  Orange  R  

B 

A82 

Lake  Blue  AV        

M 

U445 

Lithol  Fast  Scarlet  B,  G,  RN 

B 

73a 

Lake  Blue  AVO         

M 

U446 

Lithol  Fast  Scarlet  R  

B 

73 

Lake  Blue  I          

B 

U156 

Lithol  Red  3  B,  GG,  3  G.  .  . 

B 

173a 

Lake  Blue  RT 

BK 

U483 

Lithol  Red  R 

B 

173 

Lake  Bordeaux  B           

M 

179 

Lithol  Red  RG  RS  

B 

173a 

Lake  Purple  3  P      

B 

U157 

Lithol  Rubiua  B,  BN,  G,  RG 

B 

152 

Lake  Red                      

Var 

153 

Var 

512 

Lake  Red  C 

M 

153 

B 

512 

Lake  Red  D 

M 

200 

Magenta  AB 

B 

512 

Lake  Red  P 

M 

132 

c 

512 

C 

A377 

Magenta  FABS 

jj 

512 

Lake  Scarlet  Red  D 

M 

A435 

B 

512 

Lake  Yellow  282°7 

Bv 

U247 

Magenta  TP 

tM 

512 

C 

187 

B 

512 

Lanacyl  Violet  B,  BF  
Lanafuchsine  (V.  M.)  
Leather  Black  (V.  M.)  
Leather  Black  BO  
Leather  Black  CR  
Leather  Black  I  

C 
C 

C 
B 
B 

I 

J£ 

186 
64 
U290 
UI58 
U159 
U677 
TJ358 

Magenta  crystals  
Magenta  crystals  3  
Magenta  crystals  II  
Malachite  Green  
Malachite  Green  (V.  M.)  .  .  . 
Malachite  Green  Base  
Marine  Blue  B 

Var 
tM 
tM 
Var 
Var 
Var 
I 

512 
512 
512 
495 
495 
495 
537 

Leather  Black  R 

tM 

U535 

Marine  Blue  RR          

tM 

U537 

Leather  Black  T 

M 

U447 

Aia  oo    .  .  .  .      . 

Bv 

512 

GrE 

U511 

0 

512 

GrE 

208 

Mars  Red  AX  GX     

B 

163 

J£ 

U359 

A  BK 

6 

Leather  Brown  GG 

Bv 

U248 

Martius  Yellow  741    

G 

6 

T 

Lev 

283  a 

Martius  Yellow  6749  

BK 

6 

I 

283a 

P  etc 

688 

Leather  Flavine  9118 

j 

G0fi<r 

M 

745 

606c 

Melantherine  BH 

333 

Leather  Gold  5902  
Leather  Olive  71930 

BK 
A. 

U484 
U26 

Melantherine  IH  
Melantherine  RO  

333c 
328 

Sch 

211 

Melantherine  11818,  12760.. 

333c 

Leather  Orange  B 

Lev 

U738 

Melantherine  Black  BH  

333 

Lev 

U739 

Meldola's  Blue 

649 

Leather  Red  O               

M 

U448 

Meldola's  Blue  3  R  

S 

649 

Leather  Yellow  A  
Leather  Yellow  FG,  FU.  .  .  . 
Leather  Yellow  G  
Leather  Yellow  2  G  3  G 

GrE 

SU 

CG 

606 
606 
606 
606 

Melogene  Blue  BH  
Mercerine  Wool  Scarlet  5  B 
Mercerol  Brown  3  R  
Mercerol  Orange  2  R 

S 
H 
H 
H 

438 
U756 
U754 
U755 

Leather  Yellow  GC  *GS  M 

GrE 

606 

Meridian  Black  AE  

S 

U708 

Leather  Yellow  GN.  .  ,  '. 
Leather  Yellow  NL  

AW 
BK 

606 
606 

Meridian  Black  AN  
Metachrome  Blue  B  

S 
A 

U709 
U27 

Leather  Yellow  O 

M 

606 

Metachrome  Blue  G  

A 

U28 

Leather  Yellow  P  
Leather  Yellow  R,  TG  
Leather  Yellow  TBR  

tM 
tM 

606 
606 
606 

Metachrome  Blue  Black  2  B 
Metachrome  Blue  Black  2  BX 
Metachrome  Bordeaux  R.  .  . 

A 
A 
A 

U29 
U30 
92 

Leather  Yellow  5828a  

L 

606 

Metachrome  Brown  B  

A 

89 

614 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Metachrome  Brown  BL  .... 
Metachrome  Brown  BRL  .  . 
Metachrome  Olive  B         ... 

A 

A 
A 

U31 
U32 
A25 

Methylene  Blue  D  
Methylene    Blue    DBBM, 
DDBM 

I 
M 

659 
659 

Metachrome  Olive  Brown  G 
Metachrome  Orange  R  
Metachrome  Orange  3  R  .  .  . 
Metachrome  Red  G          ... 

A 
A 

A 
A 

A26 
58 
U33 
U34 

Methylene  Blue  FKII  
Methylene  Blue  G  
Methylene  Blue  HGG  
Methylene  Blue  L             ... 

K 
I 
B 
K 

659 
659 
659 
659 

Metachrome  Violet  B 

A 

U35 

Methylene  Blue  MD 

g 

659 

Metachrome  Violet  2  R  .... 
Metachrome  Yellow  RA  
Metamine  Brown  
Metanil  Yellow  
Metanil  Yellow  (V.  M.)  
Metanil  Yellow  Brominated 

A 
A 

S 
Var 
Var 
P 

U36 
A27 
U710 
134 
134 
135 

Methylene  Blue  MDX  
Methylene  Blue  MEDZ  
Methylene  Blue  MNX  
Methylene  Blue  3  R  
Methylene  Blue  S  
Methylene  Blue  VN  

B 
M 
B 
M 
CR 
B 

659 
659 
663 
659 
659 
663 

Metanil  Red  3  B              

Bv 

A274 

Methylene  Blue  15746    .... 

p 

659 

Meta-Nitraniline  Orange  .  .  . 
Meta-phenylene  Blue  B,  2  B 
Meta-phenylene  Blue  R 

M 
C 

c 

46 
691 
690 

Methylene  Blue  52067  
Methylene  Gray  ND,  O  

tM 
M 

K  S 

659 
681 
660 

Methyl  Alkali  Blue  
Methyl  Alkali  Blue  Pure 

B,  etc. 
I 

535 
535 

Methylene  Green  B,  BX.  .  . 
Methylene  Green  BX 

B 
j£ 

660 
660 

Methyl  Blue                 

tM 

537 

Methylene  Green  G 

s 

660 

Methyl  Blue 

A  C 

538 

Methylene  Green  N  O  .... 

M 

660 

Methyl  Blue  MBS 

GrE 

537 

G  I 

660 

Methyl  Blue  for  silk  
Methyl  Eosine         

GrE.M 
B 

537 

588 

Methylene  Green  T,  W  .  .  . 
Methylene  Green  247  

G 
K 

660 
660 

Methyl  Gallus  Blue      

G 

U632 

Methylene  Heliotrope  O.  .  . 

M 

687 

Methyl  Green            

P,  etc. 

519 

Methylene  SZO            

DH 

659 

Methyl  Indone  B               ... 

c 

127 

Methylene  Violet 

Var 

680 

Methyl  Lyons  Blue 

G 

537 

Methylene  Violet  B 

DH 

680 

Methyl  Orange 

tM  etc 

138 

Methylene  Violet  BN 

M 

680 

Methyl  Silk  Blue  (new)  

G 

537 

Methylene  Violet  2  R  

H 

680 

Methyl  Soluble  Blue  3  S  .  .  . 
Methyl  Violet              

B,  etc. 
Var 

U160 
515 

Methylene  Violet  3  RA  
Methylene  Yellow  H  

K 
M 

680 
618 

Methyl  Violet  B 

Var 

515 

Mikado  Brown  2  B   M  

L 

11 

Methyl  Violet  BB 

Var 

515 

Mikado  Golden  Yellow  6  G, 

Methyl  Violet  3  B 

tM 

515 

8  G.                                

L 

10 

Methyl  Violet  4  B 

M  tM 

515 

Mikado  Orange  (V  M  ) 

L  etc 

11 

Methyl  Violet  5  B  
Methyl  Violet  5  B 

By,  etc. 
tM 

517 
515 

Mikado  Orange  4  RC  
Mikado  Orange  4  RO 

A 
A  L 

11 

11 

Methyl  Violet  6  B           

B 

517 

Mikado  Yellow            

10 

Methyl  Violet  6  B 

M 

515 

Milling  Blue 

K 

693 

Methyl  Violet  7  B           

By.tM 

517 

Milling  Blue  BC          

K 

693 

Methyl  Violet  base  7  B 

BK 

517 

Milling  Blue  GR 

A 

U  37 

Methyl  Violet  B-BBM  

M 

515 

Milling  Blue  2  R         

M 

A436 

Methyl  Violet  3  BHN  
Methyl  Violet  BIA   2  BIA.  . 

tM 
tM 

515 

515 

Milling  Blue  5  R  
Milling  Brown  G       

A 
L 

U38 
U521 

Methyl  Violet  2  BP  3  BIA, 

Milling  Brown  BW 

L 

503 

5  BIA  . 

tM 

515 

Milling  Green  DB,  DS  

AW 

523b 

Methyl  Violet  2  BN  6  BN 

tM 

515 

WD 

250 

Methyl  Violet  4  BOOATN  . 

GrE 

515 

Milling  Orange  G    

A 

U39 

Methyl  Violet  DB 

tM 

515 

Milling  Orange  G          .... 

By 

A275 

Methyl  Violet  IB,  IBA  

By 

515 

Milling  Orange  JN  

WD 

250 

Methyl  Violet  N   NY  147.. 

B 

515 

Milling  Orange  RO     

L 

58 

Methyl  Violet  R,  3  R  .    ... 

M.tM 

515 

Milling  Orange  88   

WD 

250 

Methyl  Violet  5  R  

Var 

515 

Milling  Red                

A 

U40 

Methyl  Violet  5  RA  

tM 

515 

Milling  Red  G    

C 

293 

Methyl  Violet  RIA  

tM 

515 

Milling  Red  4  BA        

A 

493 

Methyl  Violet  5  RO  
Methyl  Violet  129  

B 
K 

515 
515 

Milling  Red  6  BA  
Milling  Red  GA  

A 
A 

U41 

U42 

Methyl  Violet  base        

B 

515 

Milling  Red  R 

WD 

298 

Methyl  Violet  base  BB  
Methyl  Violet  base  74418.  . 

K 
H 

515 
515 

Milling  Scarlet  B,  G  
Milling  Scarlet  BS       

M 
CICo 

400b 

484 

Methylene  Blue  .-r-r^. 

Var 

659 

Milling  Scarlet  4  R  

M 

400 

Methylene  Blue  AN,  BB  .  .  . 
Methylene  Blue  B 

B 

Var 

663 
659 

Milling  Yellow  (V.  M.)  
Milling  Yellow  3  G 

C 

A 

A378 
U43 

Methylene  Blue  2  B  

Var 

659 

Milling  Yellow  GA  

A 

U44 

Methylene  Blue  BA  
Methylene  Blue  BEX  

tM 
B 

659 
659 

Milling  Yellow  3  GO  
Milling  Yellow  H,  HG,  H  3G 

CV 
M 

177 
177c 

Methylene  Blue  2  BD    .... 

A 

659 

Mimosa                           

G 

198 

Methylene  Blue  BG  
Methylene  Blue  BG  

B 

tM 

659 
659 

Mimosa  C,  R,  Z,  2  
Mineral  Blue        

G 
C 

198 
U291 

Methylene  Blue  BGN  

B 

659 

Modern  Azurine  DH  

DH 

640 

Methylene  Blue  BX  .  . 

A 

659 

Modern  Blue  .  . 

DH 

629 

GLOSSARY  OF  DYE  NAMES 


615 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Modern  Cyanine                  .  . 

DH 

627 

Naphthogene  Blue  B 

A 

A28 

Modern  Violet  

DH 

635 

Naphthogene  Blue  2  R  

A 

A29 

Modern  Violet  N         

DH 

624 

Naphthogene  Blue  4  R  

A 

A30 

Bv 

U249 

Naphthogene  Blue  6  R 

A 

A31 

Monochrome  Black  Blue  G  . 
Monochrome  Blue  5  R.  . 
Monochrome  Brown  BX    .  . 
Monochrome  Brown  G  .  . 
Monochrome  Brown  V.  . 
Mordant  Blue  13707  

lr. 

Iy 
By 
By 

U250 
U251 
U252 
U253 
U254 
A703 

Naphthogene  Indigo  Blue  R 
Naphthogene  Pure  Blue  4  B 
Naphthol  Black  (V.M.).... 
Naphthol  Black  (V.  M.)  .  .  .  . 
Naphthol  Black  A  
Naphthol  Black  B  

A 
A 
C 
K 
K 

c 

U45 
U46 
272a 
269a 
269a 
272 

Mordant  Yellow  GD   GS  R 

B 

177 

Naphthol  Black  2  B        

Bv 

269d 

Mordant  Yellow  GTS 

B 

48 

Naphthol  Black  3  B 

CV 

272a 

Mordant  Yellow  O 

M 

177 

Naphthol  Black  6  B      

C  K 

269 

Mordant  Yellow  3  R 

B 

58 

Naphthol  Black  BR 

tM 

269 

DH 

655 

Nanhthol  Black  CR,  MB,  N, 

Nako  Blue  Black  B           •    • 

M 

923a 

TR                                  

K 

269a 

Nako  Black  DBB,  O  
Nako  Brown  B  DR  3  GA 

M 
M 

923a 
923a 

Naphthol  Black  greenish  .  .  . 
Naphthol  Blue               

K 

c 

296a 
A379 

Nako  Brown  3*GN  P   RH 

M 

923a 

Naphthol  Blue  2  R 

tM 

649 

Nako  Gray  B   6  B             •  •  • 

M 

923a 

Naphthol  Blue  Black  (V.M.) 

Var 

217 

Nako  Yellow  O            

M 

923a 

Naphthol  Blue  Black  M  

By 

217 

Nankin                      

tM 

606g 

Naphthol  Blue  Black  6  B.  . 

BK 

217 

Naphthalene  Acid  Black  4  B 

By 
jj 

258 

U758 

Naphthol  Dark  Green  G  .  .  : 

C 

tM 

U292 
4 

Nnnhthalpnp  TUnMr  12  B 

217 

Naphthol  Green  B 

By  C 

4 

Naphthalene  Blue  B      

M 

A437 

Naphthol  Orange  

Var 

144 

Naphthalene  Blue  DL      •  •  - 

M 

A438 

Naphthol  Pink         

98 

Naphthalene  Green  

M 

MT 

564 
564 

Naphthol  Red  (V.M.)  
Naphthol  Red  GR             •    • 

C 
B 

168 
166 

J£ 

335 

Naphthol  Red  S       

B 

168 

Naphthamine  Blue  (V   M  ) 

J£ 

338 

Naphthol  Yellow             .... 

I 

7 

338 

Naphthol  Yellow  S 

Var 

7 

Naphthamine  Brilliant  Blue 
G                            

K 

379a 

Naphtho:  Yellow  SE  
Naphthol  Yellow  SLC,  SLZ 

B.By 
It 

7 
7 

NaphthamineBrilliantBlueS 
Naphthamine  Brown  
Naphthamine  Brown  4  G  .  .  . 
Naphthamine  Deep  Black 

K 
K 
K 

379a 

477a 
477 

Naphthylamine  Black  D  .  .  . 
Naphthy  lamine  Black  (V.  M  .) 
Naphthylamine  Black  4  AN, 
4  B                   

C,K 
C,K 

By 

266 
266 

217d 

HW                         

K 

335a 

Naphthylamine  Black  10  B. 

By 

217 

Naphthamine  Direct  Black 
(V  M  )                     

K 

458 

Naphthylamine  Black  4  BK 
Naphthylamine  Red  3  BM. 

!y 

217d 
168a 

Naphthamine  Direct  Blue 
BXR                    

K 

A399 

Naphthylamine  Black  B  2  N 
Naphthylamine  Black  6  BN 

K 
By 

266a 
217d 

Naphthamine  Direct  Blue 
ER             

K 

A399 

Naphthylamine  Black  BOO 
Naphthylamine  Black  4  BX 

K 
B 

266a 
266a 

Naphthamine  Direct  Blue 
2  R  3  R 

J£ 

A399 

Naphthylamine  Black  CSR, 
CSB                       

By 

217d 

Naphthamine  Direct  Blue 
3692                              

K 

A399 

Naphthylamine  Black  F  
Naphthylamine  Black  NA.  . 

P 

217d 
266a 

Naphthamine  Direct  Green 
AG                                

K 

A400 

Naphthy  lamineBlackNSB  N 
Naphthylamine  Black  SX  .  . 

K 
B 

266a 
266a 

Naphthamine    Fast   Black 
(V  M  ) 

K 

U362 

Naphthylamine  Black  2002, 

K 

266a 

Naphthamine   Fast   Black 
KS                          

K 

U361 

Naphthylamine  Blue  Black 
Naphthylamine  Blue  2  B.  .  . 

C 
K 

A380 
338 

Naphthamine    Fast    Bor- 
deaux BG           

K 

U363 

Naphthylamine  Blue  3  B  .  .  . 
Naphthylamine  Brown  

K 
B 

338 
160 

Naphthamine  Fast  Scarlet 
(V   M  )      

K 

U364 

Naphthylamine  Green  T  .  .  . 
NaphthylamineSkvBKeDD 

& 

A276 
A530 

Naphthamine  Green  (V.M.) 
Naphthamine  Orange(V.M.) 

K 
K 

A401 
A402 
343 

Naphthylamine  Yellow  
Naphthyl  Blue  Black  Nl  
Naphthylene  Violet  

K 
C 
C 

6 

268 
432 

J£ 

U365 

C 

A381 

326 

I,  S 

537a 

Naphthamine  Violet  R  
Naphthamine  Yellow(V.M.) 

K 
K 

327b 
9a 
9a 

Navy  Blue  F  
Navy  Blue  GR,  5  R  
Navy  Blue  17184  

AW 
CV 

K 

537 
537a 
U367 

WD 

692 

Navy  Blue  SM          

P 

537a 

WD 

69  2a 

Navy  Blue  T                 

AW 

537 

000 

Neotolyl  Black  B              •    • 

M 

U450 

Naphthazurine  B,  BA  

383 

Neotolyl  Black  BB    

M 

U451 

U678 

Neotolyl  Black  4  B     

M 

U452 

TTOCC 

Neotolyl  Black  TL         .... 

M 

U453 

Naphthoform  Black  3930.  .  . 

616 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Neotolyl  Black  VL      

M 

U454 

Night  Green  A               

tM 

503 

Neptune  Blue  B 

B 

545 

CG 

682 

Neptune  Blue  BG,  BGN, 

Nigrophor   .  .        

B 

218 

BOX 

B 

543 

Var 

698 

Neptune  Blue  BR,  BTE,  R 

B 

545a 

Nigrosine       .                 

Var 

700 

Neptune  Blue  BXX 

B 

545 

Nigrosine  (V  M  ) 

Var 

698 

Neptune  Brown  RX  

B 

U161 

Nigrosine  (V.  M  )      

Var 

700 

Neptune  Green  
Neptune  Green  SAX,  SBL, 
SGX 

B 
B 

503 
503 

Nigrosine  spirit  soluble  
Nigrosine,  water  soluble.  .  .  . 

Var 
Var 

698 
700 

Nerazine  (V  M  ) 

c 

U293 

Sch 

699 

Nerol  B                              .... 

A 

A32 

Sch 

700 

Nerol  2  B            

A 

A33 

Nile  Blue  A,  B,  R  

B 

653 

Nerol  BL                         

A 

A34 

Nile  Blue  2  B                 

B 

654 

Nerol  2  BL 

A 

A35 

M 

46 

Nerol  VL                   

A 

A36 

Nitro  Azomine  Green  F.  .  .  . 

CV 

A730 

Neutral  Blue 

c 

676 

CICo 

51 

Neutral  Blue  R           

AW 

676 

Nitrosamine  Pink  BXF  .... 

B 

98 

Neutral  Blue  3  R 

M 

U455 

Nitroso  Blue  MR 

M 

647 

Neutral  Gray             

221 

Nitrosamine  Red       

B 

56 

Neutral  Gray  G 

A 

241 

A 

245 

Neutral  Red               

c 

670 

Oil  Black  (V   M  )         

CJ 

U495 

Neutral  Violet 

c 

669 

Oil  Black  (V  M  ) 

K 

U369 

Neutral  Violet  O          

M 

U456 

Oil  Black  6  B             

B 

U163 

New  Acid  Chrome  Black  R  . 

AW 

A607 

Oil  Black  6  G 

B 

U164 

New  Chrome  Black  PK.  .  .  . 
New  Blue  B  G                

CV 

C  etc 

275a 
650 

Oil  Black  HG... 
Oil  Black  11410  39694 

B 
H 

U165 
U759 

New  Blue  R             

Var 

649 

Oil  Blue                     

B 

U166 

New  Blue  RR  RG         .... 

B 

649 

Oil  Blue  Black  114 

K 

U370 

New  Claret  B  

B 

A83 

Oil  Brown  BG        

K 

U371 

New  Claret  P                   .... 

B 

A85 

H 

U760 

New  Claret  R  

B 

A86 

Oil  Color  Canary  

H 

U761 

A 

169 

Oil  Color  Yellow 

H 

U762 

New  Direct  Blue  S 

K 

U368 

Oil  Orange 

Var 

36 

New  Ethyl  Blue  BS      

M 

U457 

Oil  Orange  (V  M  )        ... 

K 

U372 

New  Ethyl  Blue  RS 

M 

U458 

Oil  Orange  AR 

K 

U372 

New  Fast  Blue  F  H  

Bv 

652 

Oil  Orange  LG 

I 

36a 

New  Fast  Blue  R,  RS  

I 

652a 

Oil  Orange  R      

B 

U167 

New  Fast  Gray         

Bv 

681 

Oil  Orange  3  R               ... 

B 

U168 

New  Fast  Green  2  B  

I 

497 

Oil  Orange  2311  

Sch 

36 

New  Fast  Pink  F     

By 

652 

Oil  Red  (V  M  )           

K 

U373 

New  Fast  Straw  Yellow.    .  . 

AW 

A608 

Oil  Red  B              

B 

U169 

New  Fuchsine  O        

M 

513 

Oil  Red  G                    

B 

U170 

GrE 

513 

Oil  Red  7327 

CJ 

U496 

New  Magenta  O        

GrE 

513 

Oil  Yellow 

Var 

32 

New  Magenta  O 

M 

512 

Oil  Yellow  (V  M  ) 

K 

U374 

New  Methylene  Blue  (V.M.) 

c 

663 

Oil  Yellow  A             

Sch 

31 

New  Methylene  Blue  F  .  .  .  . 

By 

663 

Oil  Yellow  G    

B 

U171 

New  Methylene  Blue  GG.  . 
New  Methylene  Blue  NNX 

cy 

B 

651 
663 

Oil  Yellow  R  
Oil  Yellow  2338 

B 
Sch 

U172 
36a 

New  Nigrosine         

AW 

700 

Oil  Yellow  2625      

Sch 

32 

New  Patent  Blue  B  

Bv 

563 

Oil  Yellow  2681 

Sch 

68 

New  Patent  Blue  GA  

By 

545b 

Oil  Yellow  7869     

I 

32a 

New  Phosphine  G       

C 

75 

Old  Gold                          .    . 

U804 

New  Polychromine  FB  

G 

616 

Oleate  Green  O      

Q 

U805 

New  Toluylene  Brown  OO.  . 
New  Toluylene  Brown  O  .  .  . 
New  Toluylene  Brown  R.  .  . 
New  Victoria  Black  B  .  .  . 

GrE 
GrE 
GrE 
Bv 

A465 
A464 
A466 
262 

Omega  Chrome  Cyanine  R  . 
Omega  Chrome  Red  B  
Omega  Chrome  Black  PV  .  . 
Opal  Blue 

S 
S 
M 

U711 
U712 
85 
521 

New  Victorial  Blue  B  

By 

558 

Opaline  Blue  R          

I 

U679 

New  Yellow  for  Cotton    . 

WD 

304 

Sch 

145 

Niagara  Black  Blue  R  

Sch 

441 

Orange  D          

B 

37a 

Niagara  Blue  B   2  B  

Sch 

337 

Orange  G 

Var 

38 

Niagara  Blue  4  B  

Sch 

426 

Orange  G          

K 

139a 

Niagara  Blue  6  B          

Sch 

424 

Orange  2  G 

H 

38 

Niagara  Blue  BR 

Sch 

386 

Orange  GC 

K 

139a 

Niagara  Blue  GW,  HW,  RW 

Sch 

336 

Orange  GD                 

L 

144a 

Niagara  Blue  R 

Sch 

326 

Orange  GRX 

B 

37 

Niagara  Fast  Red  FD  
Niagara  Violet  2  B 

Sch 
Sch 

343 
326 

Orange  GS  
Orange  GT 

H 

By 

139 
70 

Niagara  Violet  3  R  

Sch 

327 

Orange  N      

I 

139 

Nicholson  Blue  4  B     

P 

536 

Orange  NA                  

GrE 

79a 

Night  Blue.., 

B.I.S 

560 

Orange  PC  .  . 

DH 

145a 

GLOSSARY  OF  DYE  NAMES 


617 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Var 

1  Ki 

Orange  2  R           

K 

139a 

Orange  RO 

B 

i  KI  „ 

Orange  RO  
Orange  S                      ... 

?y 

A277 
144 

6  BO,  6  BXX  

B 

424 

Orange  T            

K  tM 

151 

Oxamine  Red  3  B  BNX 

Orange  TA                  

311 

Orange  X           

H 

37a 

B 

Orange  I                  

Var 

144 

Oxamine  Yellow  3  G 

Orange  II        

Var 

145 

Oxy  Acid  Red  6  BO 

Gr"F" 

TTC10 

Orange  III            

p 

47 

Oxy  Chlorazol  Blue  B 

Orange  IV                       .... 

Var 

139 

g 

58o 

Oxy  Diamine  Blue  (V  M  ) 

G 

A  000 

g 

58c 

Orange  67  (V  M  ) 

G 

QQ 

Orange  227                    

36b 

Orange  23981        

g 

58c 

Oxy  Diamine  Red  S 

G 

A  QC« 

Orange  Crystals         

AW 

38 

Oxy  Diamine  Violet  (V  M  ) 

000 

Orange  Crystals  2  G      ... 

WD 

38 

A 

174 

G 

A  007 

Orchil  RCEP                   

'A 

U48 

OrP1 

Orchil  OPAG            

A 

U47 

Oxychrome  Blue  Black  BGO 

GrE 

A468 

Orchil  RPH        

A 

U49 

Oxychrome  Brown  V    .... 

GrE 

A469 

Oriol  Yellow           

G 

199 

GrE 

A470 

Oriol  Yellow  EC          

G 

199 

GrE 

A471 

Orseilline  BV       

Bv 

253 

GrE 

A472 

Ortho  Black  3  B        

A 

A37 

GrE 

A473 

A 

A38 

rjr-p 

A  474. 

Ortho  Cyanine  6  G    

A 

A39 

Oxyphenine  A  C  GG   R  . 

CICo 

617 

Oxamine  Acid  Brown  G.  .  .  • 

B 

A87 

H 

540 

B 

A88 

Palatin-^  Black  A  4  B     ... 

B 

220 

Oxamine  Black  BB          .... 

B 

A89 

Palatine  Black  3  GX    MZ 

Oxamine  Black  BHN,  BHX 

B 

333 

SF  SFM                      .... 

B 

220 

Oxamine  Black  BBNX  
Oxamine  Black  BRTX  
Oxamine  Black  RN  

B 
B 
B 

A90 
A91 
A92 

'alat'ine  Chrome  Black  .... 
Palatine  Chrome  Black  6  B, 
6  BX                    

B 
B 

288 
181 

Oxamine  Blue           

B 

421 

Palatine  Chrome  Black  F  .  . 

B 

288 

Oxamine  Blue  A,  AX  

B 
B 

410 
421 

Palatine  Chrome  Black  S  .  .  . 
Palatine  Chrome  Blue  BB 

B 
B 

289 
A122 

Oxamine     Blue    3   B,   BG, 
GNX  3  R                   .... 

B 

421a 

Palatine  Chrome  Blue  W  2  B 
Palatine  Chrome  Brown  5  G 

B 
B 

A123 
154a 

Oxamine  Blue  4  R  
Oxamine  Brilliant  Red  BX  . 

B 
B 

385 
A93 

Palatine    Chrome    Brown 
GGTX 

B 

154a 

Oxamine  Brilliant  Violet  RX 

B 
B 

A94 
A95 

Palatine    Chrome    Brown 
GGX  R                        .... 

B 

154a 

Oxamine  Brown  G  

B 
B 

A96 
A97 

'alatine  Chrome  Brown  W. 

B 
B 

154 
1"S4 

Oxamine  Brown  GR  
Oxamine  Brown  GX  

B 
B 

A98 
A99 

'alatine   Chrome   Brown 
WNR                         

B 

154 

Oxamine  Brown  3  GX  .    ... 

B 
B 

A100 
344 

Palatine    Chrome    Brown 
WNRTX 

B 

154 

B 

A101 

Palatine  Chrome  Green  G  .  . 

B 

A124 

Oxamine  Copper  Blue  RR.  - 
Oxamine  Copper  Blue  RRX 
Oxamine  Dark  Blue  BGX  .  . 
Oxamine  Dark  Blue  BGE  .  . 
Oxamine  Dark  Blue  BRRX 
Oxamine  Dark  Blue  R 

B 
B 
B 
B 
B 
B 

A102 
A103 
A105 
A104 
A107 
A106 

*alatine  Chrome  Green  GX 
'alatine  Chrome  Red  B  
'alatine  Chrome  Red  R  
Palatine  Chrome  Violet  .... 
Palatine  Light  Yellow  R  .  .  . 

B 
B 
B 
B 
B 
B 

A125 
202 
A126 
156 

A127 
A128 

Oxamine  Dark  Brown  G    .  . 

B 

A  108 

B 

109 

B 

A  109 

Palatine  Scarlet  A           .... 

B 

81 

Oxamine  Fast  Blue  6  VX.  .  . 
Oxamine  Fast  Blue  RR  .... 
Oxamine  Fast  Pink  BX  .... 
Oxamine  Fast  Red  F 

B 
B 
B 
B 

A110 
Alll 
A112 
343 

Palatine  Scarlet  G,  3  R,  4  R 
'alatinite  
Panama  Black  3  G,  R  
Paper  Blue  6  G      

B 
B 

Sch 
Sch 

81a 
U173 
436 
537 

B 

475 

Paper  Blue  MD       

M 

U459 

Oxamine  Green  B,  BX  

B 
B 

474 
475 

Paper  Blue  TRR  
Paper  Blue  33598 

B 

s 

U174 
U713 

Oxamine  Light  Blue  B  
Oxamine  Light  Blue  GX  .  .  . 

B 
B 
B 

A113 
A114 
A115 

'aper  Blues,  green  shades  .  . 
'aper  Blues,  red  shades.  .  .  . 

Sch 
Sch 
B 

537 
537 

U175 

B 

A116 

B 

U176 

B 

A117 

Paper  Brown  RT             .... 

B 

U177 

Qxamine  Light  Green  G  

B 

A118 

Paper  Fast  Bordeaux  B  .  .  .  . 

By 

U25$ 

618 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Paper  Green  D                .... 

K 
K 
K 
WD 
K 
Var 
WD 
B 
B 
B 
By 
CG 
By 

1 

B" 

By 
Var 
H 
By 
AW 
B 
Var 
WD 
WD 

Var 
M 
M 
M 
M 
M 
M 
K 
P 
P 
P 

M 
C 

U375 

U376 
U377 
307 
U378 
303 
303a 
303a 
303 
303a 
A278 
702 
A282 
A279 
A280 
A281 
A388 
A283 
511 
511 
A284 
U588 
U178 
56 
701 
695 
U294 
56 
U460 
U461 
U462 
U463 
U464 
U465 
U379 
515 
515 
515 

807a 
U295 
543 
545 
545 
543 
543 
543 
543 
543a 
543 
543b 

606 
606c 
A511 
87 
U493 
131 
152 

152a 
152 
U179 
A129 
U680 
U380 
642 
643 
A285 
A731 
267 
649 
606 

Phloxine              

DH.M 
M 
B 
A 

Var 
GrE 
tM 

S 

M 
GrE 
A 
H 
P 

593 
596 
593 
U58 
606 
606 
606 
606 
606 
606 
606 
606 
606 
606 
5 
U180 
U181 
8 

73 

28 
24 
72 
93 
201 
202 
613a 
U466 
U381 
U681 
U763 
U806 
A286 
A287 
A288 
A289 
A290 
A291 
A292 
A293 
A294 
A295 
392 
A296 
U633 
U635 
U636 
U637 
U638 
U639 
U640 
U641 
U634 
616 
13 
A650 
A651 
A652 
A653 
A654 
A655 
A656 
A657 
83a 
227 
39 
37 
175a 
82 
83 
83 
169 
228 

Paper  Orange  CR  

Phloxine  B,  GA,  HM  
Phloxine  P        

Paper  Red  O 

Phoenix  Brown  D 

Paper  Scarlet  (V  M  )        ... 

Phosphine  (V.  M.)  

Paper  Yellow      

Phosphine  A  

Paper  Yellow                  . 

Phosphine  AR,  GG  

Paper  Yellow  G,  GGX.RRX 
Paper  Yellow  3  GX 

Phosphine  G  

Paper  Yellow  3  RXX  
Para  Black  B                  

Phosphine  LM,  O  
Phosphine  LB,  PHLB  

Para  Blue              

Phosphine  3  R  

Phosphine  RS 

Para  Brilliant  Orange  G  
Para  Brown  GK 

Phospbine  12901        

Para  Brown  RK             

Picric  Acid        

Para  Brown  SC  
Para  Diamine  Black  (V.M.) 
Para  Green  2  BL               •  •  • 

Pigment  Black           

B 

M 
M 
M 
M 
M 
M 
M 
M 
M 
M 
M 
K 
I 
H 

1 

By 

i? 

1? 

By 

£ 

§y 

G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
G 
K 
A 
M 
A,  etc. 

I 
Var 
Var 
P 
M,  K 

Pigment  Black  BP 

Pigment  Chlorine  
Pigment  Chrome  Yellow  L  . 
Pigment  Fast  Red  HL  

Para-Fuchsine  

Pigment  Fast  Yellow  G  .  .  .  . 
Pigment  Fast  Yellow  R  

Para  Yellow      

Paramine  

Pigment  Purple  A  
Pigment  Scarlet  G  
Pigment  Scarlet  3  B  

Paraphenylene  Blue  R  
Paraphenylene  Violet  
Paraphosphine  (V.  M.)  
Para  Red                         

Paratol  Chrome  Yellow  L  . 
Paratol  Fast  Yellow  G  
Paratol  Lake  Red  KP  
Paratol  Lake  Red  LC  
Paratol  Lake  Red  LP  
Paratol  Scarlet  3  B,  3  BX. 
Parazole  Brown  RK  
Paris  Violet                 

Pink  . 

Pink  B                     

Pink  M              

Pink  Color              .  ;  

Pluto  Black  A 

Pluto  Black  BS 

Pluto  Black  CF          

Pluto  Black  F        

Paris  Violet  3  B,  6  B,  3  BA. 
Paris  Violet  4  BA,  4  R,  90  .  . 
Patent  Alizarin  Black  DEB, 
DFF  DFFA 

Pluto  Black  G            

Pluto  Black  SS 

Pluto  Brown  GG  
Pluto  Brown  NB 

Patent  Black  (V.  M.)  
Patent  Blue              

Pluto  Brown  R          

Pluto  Milling  Black  B  
Pluto  Orange  G          

Patent  Blue  A  
Patent  Blue  AE  

Var 
M 
A,  M 
M 
Var 
M 
M 
M 
M 

I 
I 
L 
C 
CG 
A 
A 

A 
A 
B 
B 
I 
K 
DH 
DH 
By 
CV 
P 
BK 
A 

Plutoform  Black  3  GL  
Polar  Orange  GS     

Patent  Blue  B              

Patent  Blu.e  L,  LE,  NO.... 
Patent  Blue  V              

Polar  Red  3  B 

Polar  Red  G             

Polar  Red  R 

Patent  Blue  J  3,  JI,  WE  .  .  . 
Patent  Marine  Blue 

Polar  Red  RS  
Polar  Yellow  G 

Patent  Marine  Blue  LER... 
Patent  Phosphine  G,  GG, 
MR                        

Polar  Yellow  2  G  
Polar  Yellow  R  
Polar  Orange  RC  

Patent  Phosphine  19332.  .  .  . 

Polychromine  B  
Polyphenyl  Black  BVC  
Polyphenyl  Black  GNC.  .  .  . 
Polyphenyl  Blue  GC  
Polyphenyl  Blue  GF  
Polyphenyl  Brilliant  Blue  3  G 
Polyphenyl  Fast  Red  BC.  .  . 
Polyphenyl  Orange  RC  .... 
Polyphenyl  Yellow  3  GC.  .  . 
Ponceau  (V.  M.)  
Ponceau  BO 

Peri  Wool  Blue  B        

Permanent  Orange  R  
Permanent  Red      

Permanent  Red  B,  2  B,  R, 
4  R                       

Permanent  Red  4  B  
Persian  Red  RD  
Phenamine  Blue  G  
Phenanthrene  Chrome  Blue 
Phenochrome  Yellow  
Phenocyanine  TC,  R,  VS.  .  . 
Phenocyanine  TV  
Phenylamine  Black  4  B  .  .    . 
Phenyl  Crimson  S    

Ponceau  4  GB 

Ponceau  K  
Ponceau  R  2  R     .        .... 

Ponceau  3  R  

Phenylene  Black                .    . 

Phenylene  Blue  
Philadelphia  Yellow  2  G  . 

Ponceau  4  R  

Poncea*  5  R.  .  . 

GLOSSARY  OF  DYE  NAMES 


619 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Ponceau  6  R  

B  M 

170 

T 

Ponceau  3  RB        .    . 

A 

247 

746 

Ponceau  4  RB  

A 

249 

Pyrogene  Indigo  CL  5  G  GL 

735 

Ponceau  6  RB        

A 

255 

Ponceau  10  RB  

A 

259 

Pyrogene  Olive  3  G 

735 

Ponceau  RL,  2  RL,  3  RL, 

Pyrogene  Orange  R  

S164 

2  RLH 

A 

COo 

Ponceau  2  RL  

Bv 

82 

Pyrol  Brown  G 

734 

Ponceau  S                         ... 

A 

247a 

Pyrol  Brown  69181 

Ponceau  SPJ  

p 

169b 

Ponceau  S  2  R  

B 

82 

L-Rv 

Ponceau  W  3  R  

p 

169b 

WD 

11*14.7 

Ponceau  X        .          

BK 

82b 

TTISJ. 

Ponceau  12402 

I 

175a 

Ponceau  for  Silk    

P  K 

175 

Ponceau  (free  from  arsenic) 

WD 

82c 

Quinoline  Red    

A 

610 

Potting  Black  B  

I 

184 

Quinoline  Yellow 

A 

612 

Prague  Alizarin  Yellow  G  . 

Ki 

49 

AW 

613 

Primal  Black  

A 

U59 

B 

612 

Primazine  Yellow  G  

B 

A130 

Quinoline  Yellow 

Bv 

613 

Var 

616 

C 

613 

Primuline  A                  

B  M 

616 

j 

«1Q 

Primuline  (V.  M.)  

Var 

616 

M 

613 

Primuline  Yellow       

AW  By 

616a 

g 

612 

Printing  Black  for  Wool  .  .  . 
Printing  Blue  for  Wool.  .  .  . 

B 

B 

776 
742 

Quinoline  Yellow  KT,  N  .  . 
Quinoline  Yellow  O  

sr 

613 
613 

Printing  Yellow  (greenish)  . 

K 

U382 

Quinoline  Yellow  P         ... 

B 

612 

Prune  516 

Lev 

636 

R19 

g 

636 

Pure  Blue  AI    

I 

539 

uble                   ' 

Var 

612' 

Pure  Blue  DS,  DSG  
Pure  Blue  RT  

H 

BK 

539 
539 

Quinoliue  Yellow,  water  sol 
uble 

Var 

613 

Pure  Soluble  Blue     

c 

539 

Radial  Yellow  G 

B 

30 

Pure  Yellow  DG 

j£ 

U383 

Rapid  Filter  Green  I 

M 

U467 

Purpurin  (synthetic)  

B 

783 

Rapid  Filter  Red  I 

M 

U468 

FA 

317 

Raven  Black  34588 

jj 

U764 

Pyramidol  Brown  T    

FA 

376 

Red  (V  M  ) 

CJ 

U497 

Pyramine  Orange  2  GX.  .  .  . 

B 

362a 

Red  PC                        

DH 

U600 

Pyramine  Orange  3  G  

B 

306 

Red  PC                          

G 

U642 

Pyramine  Orange  R    

B 

360 

Red  2  S 

p 

483a 

B 

314 

Red  Blue  BSR 

GrE 

U513 

Pyramine  Orange  RT  

B 

362 

s 

106c 

Pyramine    Yellow    GXS, 

556 

GXSC    

B 

304 

Red  for  Leather  O     

M 

U469 

Pyramine  Yellow  GXSP.  .  . 
Pyramine  Yellow  R,  RX  .  .  . 

B 
B 

304 
191 

Red  for  Leather  R  
Red  Lake  RL           

A 
By 

U60 
U256 

Pyrazole  Orange  G  

g 

392 

Red  Lake  RMT          

By 

U257 

g 

A722 

Red  Violet 

tM 

514 

Pyrogallol-cy  anine-sulphon- 

Red  Violet  5  R 

B 

514 

DH 

623 

Red  Violet  5  RS 

B 

525 

730 

K 

U384 

Pyrogene  Blue          

c 

726 

Renol  Black  BHN         

tM 

462b 

Pyrogene  Blue  RR  2  RN 

726 

Renol  Black  SF  ST 

tM 

462b 

Pyrogene  Blue  Green  B  .  .  .  . 

746 

Renol  Blue  B            

tM 

410 

Pyrogene  Brown  D        

S155 

tM 

A517 

S156 

Renol  Brilliant  Yellow 

tM 

303 

Pyrogene  Brown  GX    

S157 

Renol  Brown  MB,  RA  

tM 

344 

Pyrogene  Brown  OR 

S158 

Renol  Dark  Green  NOONG 

tM 

A518 

S159 

Renol  Fast  Red  4  B 

tM 

A519 

Pyrogene  Brown  4  R  ...... 
Pyrogene  Cutch  DR 

S160 
S161 

lenol  Green  B  

tM 
tM 

475 
A520 

Pyrogene  Cutch  2  GO 

S162 

Renol  Light  Blue  G 

G 

A658 

Pyrogene  Cutch  2  R     

S163 

Renol  Light  Blue  G  

tM 

A521 

746 

Renol  Orange  3  AP  

G,  tM 

392a 

Pyrogene  Deep  Black  C,  D,  G 
Pyrogene  Direct  Blue  
Pyrogene  Direct  Blue,  green 
shade                

720 
726 

726 

Renol  Red  
Renol  Yellow  3  R  
Renolamine  Black  BHN.  .  . 

tM 
tM 
G.tM 
B 

A522 
9 
333 
771 

M 

647 

726 

Var 

211 

726 

G 

211 

746 

G 

211 

Pvroirena  Green  2  G.  .  . 

709 

Resorcin  Dark  Brown  

BK 

2J3 

620 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Resorcin  Yellow 

Sch 

143 

Safranine  (V  M  ) 

Var 

679 

Rheonine                   

B 

607 

Var 

679 

Rheonine  AL  GD 

B 

607 

Sch 

680 

Rhine  Blue                  

Q 

631 

Safranine  FF 

Bv 

679 

B 

572a 

K 

679 

Rhodamine  B            

Var 

573 

Safranine  FB 

B 

679 

Rhodamine  3  B 

I  B 

574 

B 

683 

Rhodamine  BN        

O 

573 

Safranine  O                     ... 

M 

679 

Rhodamine  BSP            .    . 

M 

573 

Safranine  T  TK 

B 

679 

Rhodamine  G     

Var 

572 

Safranine  Y               

Sch 

679 

Rhodamine  3  G              .... 

B 

576 

679 

Rhodamine  5  G        

By 

576a 

Safranine  1081            

K 

679 

s 

572a 

K 

680 

Rhodamine  6  G     .  .  fT~.  .... 

Var 

571- 

Safranine  (blue  shade)  .    ... 

L 

679 

Rhodamine  12  GF  
Rhodamine  6  GN    

I 
B 

578 
571 

St.  Denis  Black  B  
St.  Denis  Red               

P 
p 

718 
483 

B  Bv 

570 

Salicine  Black  (V   M  ) 

K 

181b 

Rhodamine  S          

I  '     Y 

570 

Salicine  Black  K,  LR,  S  

K 

181b 

Rhodamine  SP               • 

B 

570 

Salicine  Black  U   UL 

K 

181 

Rhodamine  R         

I 

572a 

Salicine  Blue  B           

K 

A403 

Rhodamine  6302            

O 

572a 

K 

A404 

Rhodamine  Scarlet  G  

By 

576b 

Salicine  Brown  (V.  M.)  .... 

K 

A405 

Rhodine  2  G                   

I 

577 

K 

276 

Rhodine  12  GM         

I 

575 

Salicine  Green  CP   

K 

A407 

Rhoduline  Blue  6  G  
Rhoduline  Heliotrope  3  B  .  . 
Rhoduline  Orange  N,  NO  .  . 

By 
By 
Bv 

U258 
U259 
603a 

Salicine  Orange  2  R  
Salicine  Orange  2541,  2542.. 
Salicine  Red  B                

K 
K 
K 

A408 
A409 
A410 

Rhoduline  Red  B   G 

Bv 

684 

Salicine  Red  G 

K 

A411 

Rhoduline  Violet          

By 

684 

Salicine  Violet  R          

K 

A412 

Rhoduline  Yellow  6  G 

By 

618a 

Salicine  Yellow  (V  M  ) 

K 

177b 

C  FA 

161 

Salmon  Red                  

A 

120 

Roccelline  FS       

H 

161 

Scarlet                

CDCo 

174 

Roccelline  MB             

tM 

161 

Scarlet  (V  M  )           

c 

247 

Roccelline  S 

G  tM 

161 

Scarlet  AB 

GrE 

A475 

Rosanthrene  AWL        ...    • 

A704 

GrE 

A476 

A705 

Scarlet  BN 

B 

A131 

A706 

Scarlet  C                  

196a 

A707 

Scarlet  EC                         .... 

247 

Rosanthrene  Bordeaux  B.    . 

A708 

Scarlet  GA                

B 

A132 

Rosanthrene  Orange  16754 

A709 

Scarlet  GRCL  M          

M 

174a 

Rosanthrene  Violet  SR.  .  .  .  . 

A710 

Scarlet  GX            

K 

U385 

M 

573 

Scarlet  15  N                    

B 

A  133 

M 

U471 

Scarlet  P                

K 

U385 

M 

U472 

Scarlet  PO   2  PR       

K 

U385 

A  Bv 

372 

Scarlet  R  2  R 

M 

174a 

A  Bv 

371 

Scarlet  R   2  R               

Var 

82 

Rose  (V  M  )          

CJ 

U498 

Scarlet  2  R       

K 

U385 

Var 

595 

Scarlet  2  R                

tM 

176 

G,  M 

597 

Scarlet  3  R,  0  R,  2  RCL, 

Rose  Bengal  B                

B  L 

597 

3  RCL               

M 

174a 

Rose  Bengal  B 

K  M 

597 

Scarlet  3  R                      ... 

B 

83 

Rose  Bengal  N              

c 

595 

Scarlet  4  R       

Q 

83 

Rose  Bengal  NTO 

B 

595 

Scarlet  4  R                    

P.tM 

176a 

DH 

694 

Scarlet  6  R  crystals  

BK 

223b 

g 

512 

Scarlet  RD                

H 

82d 

K 

674 

Scarlet  4  RI,  2  RII  

AW 

106b 

K 

673 

Scarlet  4  RZ         

M 

174a 

j£ 

675 

Scarlet  S  2  R                  •    • 

B 

A134 

K 

674 

Scarlet  S3R      

B 

A135 

p 

688 

Scarlet  2  SRM  

B 

A136 

Rosolane  B   O 

M 

687 

Scarlet  X  XX   

K 

U385 

M 

687 

Scarlet  50                    

H 

169 

CICo 

483 

Scarlet  231   243 

CJ 

76a 

CICo 

194 

Scarlet  1610            

K 

U385 

CICo 

195 

Scarlet  7214                     •    • 

B 

A137 

A 

512 

Scarlet  53446        

A 

U61 

Rubine  N      

A 

512 

Scarlet  (yellow  shade)  17413 

B 

A138 

Rubine  N                  

B 

U189 

Scarlet  (yellow  shade)  24211 

B 

A139 

CG 

703 

Scarlet  for  silk  S        

P 

247c 

xvuDramine  .  .  .  .  .  .  .  .  .  ..  .  •  .  . 

A 

512 

K 

U385 

c 

512 

Seal  Brown  W          

P 

U594 

Saba  Phosphine  G,  GG  
Safranine.  .  .             

S 
Var 

606 
679 

Sella  Brilliant  Yellow  P  .  .  .  . 
Sella  Flavine  G  

G 
G 

U643 
U644 

GLOSSARY  OF  DYE  NAMES 


621 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Sepia  Black  FW,  14998  .  .  . 

I 

U682 

Spirit  Black  (V.  M.) 

CJ 

U499 

Serge  Blue  

A 

539 

Var 

Setocyanine  O  

G 

500 

Spirit  Blue  BVE 

p 

Setoglaucine  O  

G 

496 

Spirit  Blue  R 

Setopaline  
Silk  Blue 

G 
tM 

500 
539a 

Spirit  Blue,  green  shades  .  . 

Sch 
o  « 

521 

Silk  Blue  B  
Silk  Blue  B 

B 
BK 

537 
559 

Spirit  Nigrosine  .  .  . 
Spirit  Nigrosine  LM  P 

WD 

698 

Silk  Blue  B  

Q 

539 

Spirit  Yellow 

T    t"\T 
L,tM 

Silk  Blue  BJBNOO  

GrE 

539a 

Spirit  Yellow  R  

68 

Silk  Blue  BS3BB,  BT5BOC 

Stanley  Red  ... 

CICo 

193 

BTR  

GrE 

539a 

Steam  Green  G  

B 

U191 

Silk  Blue  BTB,  BTR  

GrE 

539a 

Stilbene  Yellow 

Var 

in 

Silk  Blue  4  R  

Q 

539 

Siilbene  Yellow  3  G 

CICo 

10 

Silk  Blue  4 

By 

537 

Stilbene  Yellow  3  G 

PT? 

Silk  Blue  5770    

BK 

559 

Stilbene  Yellow  2  GP 

Silk  Gray  CB,  281  

K 

U386 

3  GPX,  GX  .'.... 

B 

10 

Silk  Wool  Black  3  B  

M 

U473 

Stilbene  Yellow  RX 

B 

10a 

Silk  Yellow  N           

BK 

613 

Stilbene  Yellow  5912 

B 

lOb 

Silk  Yellow  N 

U811 

Stiaw  Blue  G 

T>V. 

TTOfiO 

Silver  Gray  N  

700 

Sudan  G,  2  G..              .    . 

Ay 

35 

Silver  Gray  P  

A 

700 

Sudan  R 

A 

93 

Sirius  Yellow  G  

B 

758 

Sudan  I  

A 

36 

Sitara  Fast  Red  RL  

tM 

56 

Sudan  II 

A 

76 

Sitara  Orange  I  

tM 

A523 

Sudan  III  

A  etc 

223 

Sky  Blue  FFO                .    ... 

s 

424 

Sudan  IV 

232 

Solamine  Blue  B  

A 

A44 

Sudan  Brown  

A 

105 

Solamine  Red               

A 

A44a 

Sch 

105 

Solfigene  Blue  Green  B  
Solfigene  Blue  Green  16444. 

I 
I 

U684 
U683 

Sulfamine  Brown  A  
Sulfamine  L-rown  B  

WD 
WD 

107 
116 

I 

U685 

J£ 

708 

Solfigene  Cyanine  

I 

U686 

Sulfine  Blue  B  '....... 

CG 

S125 

Solfigene  Deep  Black  (V.M.) 

I 

U688 

Sulfine  Blue  RR  

CG 

S126 

Solfigene  Deep  Black  14717. 

I 

U687 

Sulfine  Brown 

707 

Solfigene  Gieen  GG  
Solid  Blue  (V.  M.)  

I 
C 

U689 
U296 

Sulfine  Brown  
Sulfine  Brown  B,  G   .      .    . 

CG 
CG 

737 
737 

Solid  Blue  3  R  

S 

699 

Sulfo  Blacks  B,  2  B  

H 

744 

Solid  Blue  RX  

G99 

Sulfo  Green  B,  C  

NF 

U550 

Solid  Blue  SBAOOOO  
Solid  Blue  SBSOOO  

GrE 
GrE 

699 
699 

lulf  o  Rhodamine  B  
Sulfo  Rosazeine  B  

M 

M 

579 
U475 

Solid  Blue  Base  SBXBX  .  . 

GrE 

699 

Sulfo  Rosazeine  G.        ... 

M 

U476 

Q 

U812 

Sulfogene  Brown  G   D 

I 

757 

Solid  Brown  KF 

Q 

U813 

AW 

U589 

Solid  Brown  O            

M 

U474 

Sulfoline  G                      .    . 

K 

U387 

Solid  Green  (V  M  ) 

c 

495 

AW 

U590 

Solid  Green  3  G 

O 

499 

Sulfon  Acid  Black  N  2  B 

Bv 

U261 

Solid  Green  O                 

M 

1 

Sulfon  Acid  Blue  B 

By 

189 

Solid  Red  B      

U814 

fcmlfon  Acid  Blue  R  

By 

188 

Solid  Yellow  G             

O 

137 

ulf  on  Acid  Green  B  

By 

U262 

Soluble  Blue  

ByCo 

537 

ulfon  Black  3  B  

By 

256 

Soluble  Blue             

Var 

539 

ulfon  Black  G  

By 

242 

Soluble  Blue                    

H&M 

537 

ulfon  Blue  R            

By 

188 

Soluble  Blue  (V  M  ) 

Var 

539  •-» 

ulfon  Orange  G   5  G 

Bv 

A297 

Soluble  Blue  AOOOO   

GrE 

539 

ulfon  Violet  R  

By 

A298 

Soluble  Blue  B  BCBII  .  .  . 

CG 

539 

ulfon  Yellow  5  G,  R    

By 

A299 

Soluble  Blue  BLSE  3  BS 

p 

539 

By 

361 

Soluble  Blue  BS  3B  B,  BSJ 

GrE 

539 

ulf  oncy  anine  

Var 

257 

Soluble  Blue  C  2,  C  3,  C  5, 
CX 

K 

539 

ulfoncyanine  BB,  GR,  5  R, 
SR 

B 

257a 

Soluble  Blue  ELOOO  
Soluble  Blue  HA  IN  4  R 

GrE 

539 

ulfoncyanine  G,  GR,  5  R, 
5  RT            .            

By 

257 

TB   TL                        .    ... 

B 

539 

ulfoncyanine  Black  B,  2  B 

By 

265 

Soluble  Blue  5  R  

tM 

539 

ulfoncyanine     Black     BB, 

Soluble  Blue  RM 

M 

539 

GR             

B 

265a 

Soluble  Blue  base  SBXR 

GrE 

539 

ulfur  Black 

Var 

720 

tM 

539 

WD 

721 

tM 

539 

ulfur  Black             

A 

720 

Soluble  Navy  Blue 

G 

539c 

ulfur  Black  A,  AW,  AWL  . 

A 

720 

Sorbin  Red                  

B 

64 

ulfur  Black  B,  2  B,  4  B  .  .  . 

A 

720 

Sorbin  Red  X                     .    . 

B 

64 

ulfur  Black  2  B,  BR,  BRH, 

B 

U190 

GF                        

K 

720 

Special  Phosphine  G     

S 

606 

ulfur  Black  FAG,  FT  

A 

720 

Spirit  Black 

G 

U645 

ulfur  Black  H,  JBL  

A 

720 

622 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Sulfur  Black  KCB,  MA  .  . 

K 

720 

Tannin  Heliotrope  

c 

685 

Sulfur  Black  T,  TFA,  TG   . 

A 

720 

Tannin  Orange  R 

c 

74 

Sulfur  Black  TR  

Lev 

720 

Tannin  Orange  R  

s 

606 

Sulfur  Black  TS,  5274,  5276 

j£ 

720 

Tartrazine 

Var 

23 

Sulfur  Black  5285,  5289  
Sulfur  Black  108583      

K 
A 

720 
720 

Tartrazine  G,  X,  XX  
Terra  Cotta  FC 

B 

G 

23 
209 

Sulfur  Black  Brown  N 

A 

SI 

Terra  Cotta  2  RN   RGN 

G 

58 

Sulfur  Black  Brown  NR  

A 

S2 

Tetracyanol  A                  ... 

c 

545 

Sulfur  Blue  B 

A 

S3 

Tetracyanol  SFV 

C 

543 

Sulfur  Blue  BE          

BK 

Si  23 

Thiazine  Blue  

G 

A659 

Sulfur  Blue  BG  CHL 

J£ 

S83 

Thiazine  Brown  R 

B 

U192 

Sulfur  Blue  D 

A 

S4 

Thiazine  Red  G 

B 

197 

Sulfur  Blue  G 

K 

S83 

Thiazine  Red  R 

B 

194 

Sulfur  Blue  L         

A 

S6 

Thiazine  Yellow  G,  3  G,  GL 

Bv 

198 

Sulfur  Blue  PR               

A 

§7 

Thiazol  Yellow  G 

S 

198 

Sulfur  Blue  R  

A 

S8 

Thiazol  Yellow  GR  

BD 

198 

Sulfur  Blue  2  R             

A 

S9 

Thiazol  Yellow  R,  RH 

Bv 

51 

Sulfur  Blue  4  R     

A 

S10 

Thiocarbone  NNG  

C 

720 

Sulfur  Blue  RR           

BK 

S124 

Thiocannine  R  .  .        

c 

662 

Sulfur  Blue  U 

J£ 

S83 

Thio  Catechine 

p 

715 

Sulfur  Brilliant  Green  GK.  . 
Sulfur  Bronze  136 

A 
Lev 

Sll 
S168 

Thio  Cotton  Black  
Thioflavine  (V  M  ) 

WD 
C 

721 
618 

Sulfur  Bronze  158        

Lev 

S169 

Thioflavine  OIO  

K 

615 

Sulfur  Brown  CI»  4  R       ... 

A 

S12 

Thioflavine  S 

S  C 

615 

Sulfur  Brown  G         

A 

S13 

Thioflavine  T       

c 

618 

Sulfur  Brown  2  G            .... 

A 

S14 

Thioflavine  654 

K 

615 

Sulfur  Brown  6  G  
Sulfur  Brown  M              .... 

A 
I 

S15 
S165 

Thiogene  Black  BB,  5  B  .  .  . 
Thiogene  Black  M,  MA, 

M 

720 

Sulfur  Brown  O       

A 

S16 

MM                   

M 

720 

Sulfur  Brown  OB          

A 

S17 

Thiogene  Black  ML,  MZ  . 

M 

720 

Sulfur  Brown  527      

Lev 

S170 

Thiogene  Blue  RL  

M 

S99 

Sulfur  Brown  731            .... 

Lev 

S171 

Thiogene  Blue  R         

M 

S97 

Sulfur  Brown  (bluish) 

J£ 

S84 

Thiogene  Blue  2  R 

M 

S98 

Sulfur  Brown  (reddish)  

J£ 

S84 

Thiogene  Cyanine  B  

M 

S107 

Sulfur  Catechu  G      

A 

S18 

Thiogene  Cyanine  G  

M 

S108 

Sulfur  Catechu  R          

A 

S19 

Thiogene  Dark  Red  G    .... 

M 

S109 

Sulfur  Corinth  B  
Sulfur  Corinth  CLB      

A 
A 

S20 
S21 

Thiogene  Deep  Blue  BR  .  .  . 
Thiogene  Deep  Blue  

M 

M 

Sill 
S110 

Sulfur  Green  2  BK 

A 

S22 

Thiogene  Green  BL 

M 

S112 

Sulfur  Green  4  BK      

A 

S23 

Thiogene  Green  G  

M 

S113 

Sulfur  Green  G 

A 

S24 

Thiogene  Green  GG        .... 

M 

S114 

Sulfur  Green  4  GK     

A 

S25 

Thiogene  Green  GL  

M 

S115 

Sulfur  Green  309 

Lev 

S172 

Thiogppp  Khaki  N           .... 

M 

S116 

Sulfur  Green  330     

Lev 

S173 

Thiogene  New  Blue  JL  

M 

S117 

Sulfur  Indigo  BA            .... 

A 

S26 

Thiogene  Olive  Green  GGN 

M 

S118 

Sulfur  Indigo  CL  

A 

S28 

Thiogene  Orange  R  

M 

S119 

Sulfur  Indigo  CLGG  

A 

S29 

Thiogene  Violet  V       

M 

S120 

Sulfur  Indigo  Blue  RCL  
Sulfur  Indigo  Blue  827  

K 
K 

S85 
S85 

Thiogene  Yellow  GG  
Thiogene  Yellow  5  G  

M 
M 

S121 
S122 

Sulfur  Olive 

g 

S167 

Thiogene  Brown  G 

M 

S100 

Sulfur  Olive  B      

A 

S30 

Thiogene  Brown  GG  

M 

S102 

Sulfur  Red  Brown  2  RK 

A 

S31 

Thiogene  Brown  GC  

M 

S101 

Sulfur  Red  Brown  6  RK 

A 

S32 

Thiogene  Brown  GR 

M 

S103 

Sulfur  Violet  R 

A 

S33 

Thiogene  Brown  G  2  R  .  .  .  . 

M 

S104 

Sulfur  Violet  Y 

A 

S34 

Thiogene  Brown  R 

M 

S105 

Sulfur  Yellow  ES  

K 

U388 

Thiogene  Brown  S     

M 

S106 

Sulfur  Yellow  G  
Sulfur  Yellow  G  
Sulfur  Yellow  G 

S 
A 
K 

712 
S35 
U388 

Thio  Indigo  Brown  G  
Thio  Indigo  Brown  2  R  .... 

K 

K 
K 

904 
902 
913 

Sulfur  Yellow  4  G  

A 

S36 

Thio  Indigo  Pink  247,  2475. 

K 

910 

Sulfur  Yellow  I             

A 

S37 

Thio  Indigo  Pink  Rose  BW  . 

K 

910 

Sulfur  Yellow  R  

A 

S38 

Thio  Indigo  Red  B  

K 

912 

Sulfur  Yellow  R  

I 

S166 

Thio  Indigo  Red  3  B  

K 

918 

Sultan  5  B 

H 

363 

Thio  Indigo  Rose  AN,  BN 

X 

910 

Sultan  10  B    

H 

405 

Thio  Indigo  Scarlet  G  

K 

906 

Sultan  Orange  DS  
Sultan  Yellow  H  

H 
H 

304d 
304 

Thio  Indigo  Scarlet  R  
Thio  Indigo  Scarlet  S,  6086. 

K 
K 

905 
916 

Sun  Yellow     

Var 

9 

Thio  Indigo  Violet  2  B  

K 

920 

Sun  Yellow  G,  GS,  RR  
Sun  Yellow  3  GC  
Supramine  Brown  R 

S 
G 
Bv 

9 
9 
U263 

Thio  Indigo  Violet  K  
Thio  Indigo  Yellow  3  GN  .  . 
Thional  Black  G  . 

kK 

s 

900 
913a 
719 

By 

U264 

Thional  Brilliant  Green  29 

s 

746 

Tabora  Black  X.  .  , 

A 

A45 

Thional  Brown.  .  . 

S 

747 

GLOSSARY  OF  DYE  NAMES 


623 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Thional  Brown  G 

S 
S 
8 
S 
S 
K 
K 
K 
K 
K 
A,  M 
A 
K 
K 
K 
Lev 
Lev 
Lev 
K 
K 
K 
K 
K 
K 
K 
I 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 
CJ 

GrE 
GrE 
GrE 

GrE 
GrE 
GrE 
H 
H 
H 
H 
H 
H 
H.BD 

K 
B,  M 
GrE 
GrE 
GrE 

& 

fc 

Var 
GrE.S 
M 
GrE 
GrE 
GrE 
GrE 
M 
M 
M 
M 

747 
746 
746 
746 
747 
720 
736 
S86 
S87 
736a 
661 
661 
S88 
889 
890 
719 
720 
198 
891 
S92 
S93 
720 
896 
S94 
895 
720 
720 
8127 
713 
8128 
8129 
731 
8130 
8131 
8132 
714 
Sl32a 
U815 
720 
720 
720 

720 
8133 
S134 
A761 
A762 
A763 
A764 
196 
196 
198 
U690 
43 
659a 
A477 
285 
488 
U266 
U265 
392d 
392 
392 
392 
287 
287 
358 
286 
286 
265 
257 
189 
188 

Tolyl  Blue  ST  7656 

M 
I 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 

GrE 
GrE 
GrE 
GrE 
GrE 
GrE 

GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
GrE 
S 
8 
S 
S 
8 
S 
8 
8 
C,  etc. 
H 
M 
M 

I* 

B 
B 
B 
B 
B 
B 
B 
8 
S 
S 
K 
S 
S 
K 
8 
H 
C 
S 
A 
S 
M 
K 
C 
Lev 
K 

257b 
U691 

A478 
A479 
A480 
A481 
A482 
A483 
A484 
A485 
A486 
A487 
A488 
A490 

A491 
A492 
A489 
A493 
A494 
343 

617 
474 
A495 
A496 
A497 
A498 
319 
A499 
A500 
304 
409 
409a 
378 
449 
449 
454 
457 
322 
143 
139 
391 
359 
U692 
498 
498 
99 
U193 
U195 
U194 
U196 
U197 
U198 
U199 
U714 
58 
632a 
632a 
632 
635 
632a 
644 
462e 
462d 
462d 
462d 
126a 
126 
126a 
126a 
238 
A412a 

Thional  Dark  Green  GN  .  . 
Thional  Green 

Tonka  Brown  GS  

Triazol  Blue  B 

Thional  Green  GG  
Thional  Red  Brown 

Triazol  Blue  BOO 

Triazol  Blue  BBOO 

Thion  Black  (V.  M.)  

Triazol  Blue  4  BOO 

Thion  Blue  B  

Triazol  Blue  R  
Triazol  Blue  3242  
Triazol  Bordeaux  B 

Thion  Brown  (V.  M.)  .  .  . 
Thion  Dark  Blue  BO  
Thion  Direct  Blue  
Thionine  Blue  GO  
Thionine  Blue  OO,  3  O  
Thion  Green  2G  
Thion  Green  829  
Thion  Navy  Blue  (V.  M.)  .  . 
Thionol  Black                  .... 

Triazol  Brown  GOOA  

Triazol  Brown  GOOO  
Triazol  Brown  HRO  

Triazol  Brown  SOOO  
Triazol  Dark  Blue  BHOOO 
Triazol  Dark  Blue 
BHPOOOO 

Thionol  Black  S,  XX  
Thionol  Yellow  GR  

Triazol  Dark  Blue  BHTOOO 
Triazol  Dark  Blue  BOO.  .  .  . 
Triazol  Dark  Blue  3  G  
Triazol  Dark  Blue  ROO.  .  .  . 
Triazol  Fast  Red  L 

Thion  Orange  (V.  M.)  
Thion  Purple  O  

Thion  Violet 

Thion  Violet  Black   

Triazol     Fast    Yellow     2 
GOOOO                         

Thion  Yellow  (V  M  )  

Thion  Yellow  2  G 

Triazol  Green  B 

Thion  Yellow  5  G 

Triazol  Green  BPOO  
Triazol  Green  GPOO 

Thiophenol  Black  T  
Thiophor  Black  WLN  
Thiophor  Blue  B 

Triazol  Pure  Blue  3  B    .... 

Triazol  Pure  Blue  R 

Thiophor  Bronze  5  G  

Triazol  Red  B              

Thiophor  Dark  Brown  B.  .  . 
Thiophor  Deep  Green  CG  .  . 
Thiophor  Indigo  CJ 

Triazol  violet  R  
Triazol  Violet  RR   

Triazol  Yellow  NBPOO.  .  .  . 
Trisulfon  Blue  B  
Trisulfon  Blue  3  G        ..... 

Thiophor  Khaki  

Thiophor  Orange  O         .... 

Thiophor  Yellow  R 

Thiophor  Yellow  Bronze  G  . 
Thiophor  Yellow  Olive  
Thio  Vesuvine  BB  

Trisulfon  Brown          

Msulfon  Brown  A,  B,  MB. 
Trisulfon  Brown  G    

Thioxine  Black  ABOOOO  .  . 
Thioxine  Black  ABBOOOO. 
Thioxine  Black  3  BOOO.  .  . 
Thioxine  Black  GB,  1151, 
3705.    .                   

Msulfon  Brown  GG  
Trisulfon  Violet  B 

Tropseoline  (V.  M.)  

Trypan  Blue               

Thioxine  Brown  5  G 

Thioxine  Brown  2  GR  
Titan  Como  2  B 

Turmeric  Yellow  OOO  

Titan  Como  R 

'urquoise  Blue  B,  BB,  G.  .  . 

Titan  Fast  Black  B  

Titan  Orange 

Typophor  Black  FB 

Titan  Red           

Typophor  Brown  FR  
'ypophor  Black  F  3  R  
Typophor  Brown  FB  

Titan  Scarlet  Y 

Titan  Yellow  G,  Y    

Tolamine  Violet             .... 

Tolane  Red  B  G 

Typophor  Yellow  FR 

Toluidine  Blue         

Typophor  Yellow  F  3  R.  .  .  . 
Ultra  Flavine  SD             .... 

Toluylene  Black  GOO  
Toluylene  Brown  G  
Toluylene  Brown  R     . 

Ultra  Orange  R  

Ultra  Violet  B                

Toluylene  Fast  Brown  2  R  . 
Toluylene  Fast  Brown  3  G  . 
Toluylene  Fast  Orange  GL. 
Toluylene  Orange  
Toluylene  Orange  G       .... 

Ultra  Violet  FKN 

Ultra  Violet  LGP        

Ultra  Violet  MO            

Ultra  Violet  943 

Ultracyanine  B  
Union  Acid  Black  BH,  GH  . 
Union  Black  
Union  Black  BRN  
Union  Black  SOJ           

Toluylene  Orange  GOO  
Toluylene  Orange  R   

Toluylene  Orange  RR  .  . 

Toluylene  Red  OO,  RT  

Union  Blue  H 

Toluylene  Yellow  6'6  
Tolyl  Black  B,  BB,  BG  
Tolyl  Blue  5  R  

Union  Blue  R           

Union  Blue  (V.  M.)  

Tolyl  Blue  SB 

Union  Fast  Claret  

Tolvl  Blue  SR  .  . 

Union  Red  B  .  .    

624 


GLOSSARY  OF  DYE  NAMES 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Union  Red  BS 

K 

A412b 

Water  Blue  S  2  K 

A 

539 

Universal  Black  B  

By 

U267 

Wood  Red  40  F 

Sch 

168 

Urania  Blue 

WD 

•665 

Wool  Black  (V  M  ) 

K 

U390 

Uranine  

A,  etc 

585 

Wool  Black  (V  M  ) 

Lev 

220b 

Uranine  A 

B 

585 

Wool  Black  (V   M  ) 

O 

220b 

Uranine  N  

M 

585 

Wool  Black  6  A,  6  AN 

tM 

217g 

Ursol  .  . 

923 

Wool  Black  B,  2  B  .  . 

A 

220b 

Ursol  A    

A 

923 

Wool  Black  B  .. 

K 

U390 

Ursol  ADF 

A 

923 

Wool  Black  BB 

AW 

272c 

Ursol  D  

A 

923 

Wool  Black  3  B. 

Lev 

220b 

Ursol  DB 

A 

923 

Wool  Black  4  B   6  B   4  BC 

A 

220 

Ursol  DF  

A 

923 

Wool  Black  4  B  

I 

272c 

Ursol  GG            

A 

923 

Wool  Black  10  B 

tM 

217g 

Ursol  P  

A 

923 

Wool  Black  4  BFL,  6  BS, 

Ursol  PP                      

A 

923 

4BX 

A 

220 

Ursol  Gray  AL  

A 

923 

Wool  Black  CD,  CL  

K 

U390 

Varnish  Black          

WD 

U548 

Wool  Black  DW 

BK 

269 

Varnish  Black  5  R 

O 

U816 

Wool  Black  G    GR   GRF 

A 

220b 

Vesuvine  (V.  M.)  

B 

284 

Wool  Black  6  G 

G 

U646 

G 

169 

Wool  Black  GG 

tM 

217 

Victoria  Black  B    

Bv 

262 

Wool  Black  HN 

tM 

217g 

Victoria  Blue  B 

Var 

559 

Wool  Black  LR 

K 

U390 

Victoria  Blue  B  base  

Var 

559 

Wool  Black  MX 

Q 

220b 

Victoria  Blue  BE,  BS,  BSS  . 

B 

559 

Wool  Black  N  .  . 

M 

A441 

Victoria  Blue  R   

Var 

558 

Wool  Black  NN  . 

I 

272c 

Victoria  Blue  4  R  
Victoria  Blue  Base    

Var 

s 

522 
559a 

WoolBlackN4B  
Wool  Black  NC. 

By 
K 

A301 
U390 

Victoria  Blue  Base  61272.    . 

H 

559a 

Wool  Black  NP... 

By 

A302 

Victoria  Brilliant  Blue  B  .    . 
Victoria  Fast  Violet  B  .  .  .    . 
Victoria  Fast  Violet  2  R  

M 
By 
By 

559b 
U268 
U269 

Wool  Black  NP  
Wool  Black  NR  
Wool  Black  SG 

CG 
K 
GrE 

272c 
U390 
272c 

Victoria  Green                

Var 

497a 

Wool  Black  V 

K 

U390 

Victoria  Green  BF  

B 

497a 

Wool  Black  9904  

BK 

269 

Victoria  Green  4833,  4834  .  . 
Victoria  Green  Base    

By 
B,  tM 

497a 
497a 

Wool  Black  (greenish)  
Wool  Blue  

K 

c 

U390 
U300 

Victoria  Navy  Blue  L  

Bv 

U270 

Wool  Blue 

Q 

538b 

Victoria  Pure  Blue  B  

B 

559 

Wool  Blue  (V.  M.)  

K 

U391 

Victoria  Scarlet  R           .... 

M 

A439 

Wool  Blue  (V  M  )          ... 

Lev 

565a 

Victoria  Scarlet  2  R,  4  R.  .  . 

tM 

169 

Wool  Blue  B  

AW 

565 

Victoria  Scarlet  3  R  
Victoria  Violet  (V  M  ) 

M 
Var 

A440 
61 

Wool  Blue  2  B,  5  B,  G  
Wool  Blue  2  BX 

A 
A 

565 
565a 

Victoria  Yellow 

M 

134 

Wool  Blue  G,  2  G,  G  446  N 

K 

U391 

Vidal  Black  I 

p 

717 

Wool  Blue  M 

AW 

562b 

Vigoureux  Brown  I      

M 

U477 

Wool  Blue  N 

By 

562 

Vigoureux  Fast  Black  T.  .  .  . 
Vigoureux  Green  B    

M 

c 

159a 
U299 

Wool  Blue  R,  RX  
Wool  Blue  R    

A 
By 

565a 
562b 

Violamine  B                      .... 

M 

580 

Wool  Blue  5  R                 ... 

H 

538 

Violamine  3  B      

M 

584 

Wool  Blue  S  

K 

U391 

Violamine  R 

M 

582 

Wool  Blue  S                      ... 

538b 

Violet  2  B  

K,  tM 

516a 

Wool  Blue  2  S  

U391 

Violet  6  B                        

Q 

517 

Wool  Blue  SB              

AW 

562b 

Violet  DV 

Q 

516a 

Wool  Blue  SDOO  SLOO  . 

B 

530d 

Violet  NX 

AW 

516a 

Wool  Blue  SR        

By 

562 

Violet  9  O  300  XE 

p 

516a 

Wool  Blue  TB 

K 

U391 

Violet  55396                  

H 

516a 

Wool  Blue  1092   

A 

565a 

Violet  Base  2  B 

51  6a 

Wool  Blue  Black  2019 

K 

U392 

Violet  Base  5747      

K 

516a 

Wool  Brown  MC,  P,  SVR, 

Violet  Black 

B 

290 

UB,  2808                 

K 

U393 

Violet  Crystals  

s 

516 

Wool  Canary  OD  

H 

U765 

Violet  Crystals                   .    . 

K 

516 

Wool  Cerise  SR     

K 

U394 

Violet  Crystals  5  BO   6  BO 

I 

516 

Wool  Claret  21  B 

Lev   • 

U742 

Violet  Crystals  O  

M 

516 

Wool  Claret  Red  87  B,  211, 

Violet  Crystals  142  S 

K 

516 

357                              

Lev 

U743 

Violet  Direct  VR 

G 

A660 

Wool  Fast  Black  B 

B 

U200 

Violet  Modern  N 

DH 

624 

Wool  Fast  Blue  BL  

B 

U201 

Violet  Neutral  O  

M 

516a 

Wool  Fast  Blue  BL  

By 

U271 

Violettine  3  R 

AW 

U591 

Wool  Fast  Blue  GL  

By 

U272 

Viridanthrene  B 

B 

765 

Wool  Fast  Blue  L          

I 

U693 

Vitoline  Yellow  5  G,  R.  .  . 
Vulcan  Blue  BO 

tM 
Lev 

606 
U740 

Wool  Fast  Orange  G  
Wool  Fast  Yellow  G  

B 
B 

U202 
U203 

Vulcan  Blue  G  

Lev 

U741 

Wool  Fast  Yellow  5  GX.  .  .  . 

B 

U204 

Water  Blue 

C,  etc. 

539 

Wool  Fast  Yellow  WG  

B 

U205 

Water  Blue  MX.. 

Q 

539 

Wool  Green  (V.  M.)  .  . 

K 

U395 

GLOSSARY  OF  DYE  NAMES 


625 


Name 

Manu- 
fac- 
turer 

Serial 
No. 

Name 

Manu- 
fac- 
turer 

Serial 
No. 

Wool  Green  

tM 

566a 

Xylene  Light  Yellow  R 

J£ 

00 

Wool  Green  B                  .... 

566 

Xylene  Light  Yellow  R 

oo 

Wool  Green  BS  

Bv  BK 

566 

Xylene  Red  B 

g 

K7Q 

Wool  Green  S  

Var 

566 

Xylene  Yellow 

22 

Wool  Green  SAK,  16437  .  .  . 

I 

566a 

Xylene  Yellow  3  G  

K 

22 

Wool  Green  SC          

G 

566 

BK  tM 

7Q 

WoolJet  Black  3  B  

A 

220c 

Xylidine  Scarlet 

Sch 

82 

Wool  Red  
Wool  Red  (V.  M.)  

K 

c 

168b 
236 

Yellow  (V.  M.)  
Yellow  (V  M  ) 

CJ 
I 

U500 
141d 

Wool  Red  C  

g 

236b 

Yellow  CP 

Lev 

142a 

Wool  Red  CS  
Wool  Red  G 

K 
B 

168b 
A  140 

Yellow  FY  

Yellow  NF 

H 
BK 

U773 

U487 

Wool  Red  K  10  BX      

B 

A141 

Yellow  NF 

O 

U817 

Wool  Red  L,  MC,  SOC  

K 

168b 

Yellow  PC 

DH 

U601 

Wool  Red  SB               

CG 

64 

Yellow  R 

W 

141d 

Wool  Red  7742 

BK 

168b 

Yellow  2  S 

p 

137 

Wool  Scarlet               

K 

U396 

Yellow  (for  feathers) 

WD 

U549 

Wool  Scarlet  (V.  M.)  
Wool  Scarlet  5  B  

Lev 
H 

80b 
80c 

Yellow  Black  M  
Yellow  Fast-To-Soap 

BK 
p 

U488 
203 

Wool  Scarlet  R 

Sch 

80 

Yellow  Fat  Color 

B 

68 

Wool  Scarlet  RR  

B 

A142 

Yellow  Green  6  B        

BK 

U489 

Wool  Scarlet  4  R  
Wool  Scarlet  3  RB 

BK 
B 

80a 
A143 

Zambesi  Black  B  
Zambesi  Black  2  BA 

A 
A 

A46 

A47 

Wool  Violet  B                 ... 

O 

59a 

Zambesi  Black  BH 

A 

A48 

Wool  Violet  R 

K 

U397 

Zambesi  Black  BR 

A 

A49 

Wool  Violet  S               

B 

59 

Zambesi  Black  OTA   

A 

A53 

Wool  Violet  SL 

K 

U398 

A 

A50 

Wool  Yellow                 

Sch 

23 

Zambesi  Black  F     

A 

A51 

Wool  Yellow  AT,  D,  G  
Wool  Yellow  LDV,  R  
Wool  Yellow  S 

K 
K 
G 

U399 
U399 
143 

Zambesi  Black  OBA  
Zambesi  Black  R  
Zambesi  Black  V           

A 
A 
A 

A54 
A52 
A55 

Wool  Yellow  T           

G 

23 

Zambesi  Black  VM  

A 

A56 

Wool  Yellow  1501 

K 

U399 

Zambesi  Bordeaux  7  B  

A 

A57 

Xanthine  CJB        

I 

606 

Zambesi  Brown    

330 

Xanthine  I                      .    . 

p 

606 

Zambesi  Brown  G,  2  G  

A 

330 

XL  Acid  Eosine5  B 

H 

590a 

A 

330a 

XL  Blue 

H 

U770 

Zambesi  Pure  Blue  4  B  .... 

A 

274b 

XL  Blue  GR 

H 

U770 

Zambesi  Red  B        

A 

A58 

XL  Brown  RH 

H 

284a 

Zambesi  Red  4  B  

A 

A59 

XL  Green  Y 

H 

U771 

Zambesi  Red  6  B  

A 

A60 

H 

U772 

Zambesi  Red  8  B         

A 

A61 

Xylene  Blue  AS  ASL  BS 

g 

508 

A 

A62 

Xylene  Blue  VS 

s 

507 

Zambesi  Scarlet  6  B    

A 

A63 

s 

564 

Zambesi  Scarlet  2  BL 

A 

A64 

Xylene  Light  Yellow 

Var 

22 

Zambesi  Scarlet  FR  

A 

A65 

Xvlene  Lnrht  Yellow  2  G.    . 

K.  S 

22 

Zambesi  Scarlet  PR  .  . 

A 

A66 

PAGE  INDEX  OF  SCHULTZ  NUMBERS  FOR  DYES 

As  the  Glossary  of  Dye  Names  refers  only  to  Schultz  numbers,  by  look- 
ing in  this  index  for  the  Schultz  number,  there  can  be  found  the  pages 
on  which  any  dye  is  tabulated. 

This  procedure  was  adopted  for  the  reason  that  a  Driven  dye,  charac- 
terized by  a  Schultz  number,  will  be  known  under  very  many  names. 
Such  names  are  listed  in  the  Glossary  but  could  not  all  be  placed  in  the 
tables  without  unnecessarily  enlarging  this  book. 


Sehulta 

Schultz 

Schultz 

Number   Page 

Number   Page 

Number   Page 

509 

54   394,  422 

107   385,  447 

362,  447 

55   409,  422 

108   375,  385 

223 

56   362,  377,  422 

109   370,  385 

526 

57   174,  423 

110   372,  385 

460 

58   93,  423,  519 

111   385,  526 

360 

59   219,  248 

112   385,  505 

360 

60   83,  509 

113   287,  385 

456 

61   26,  174,  423,  471 

114   174,  385 

452 

62   245,  500 

115   363,  392 

10   253,  260,  452 

63   225,  245,  423 

116   392,  447 

11   260,  453,  509 

64   26,  370 

117   182,  371 

12   91,  253,  260,  453 

65   26,  504 

118   182,  225,  372 

13   260,  453,  471 

66   22,  27 

119   165,  182 

14   78,  453 

67   27,  174 

120   84,  185 

15   126,  453 

68   36,  554 

121   185,  371 

16   183,  453 

69   554,  567 

122   185,  287 

17   183,  453 

70   526,  553 

123   186,  526 

18   183,  253,  260,  496 

71   225,  553 

124   93,  238,  555,  569 

19   21,91,345,481 

72   362,  456 

125   93,  460,  555,  569 

20   91,  481,  534 

73   362,  455 

126   93,  363,  555,  569 

21   343,  552 

74   42,  43,  362 

127   93,  555,  570 

22   21,  213,  529 
2S   230,  482,  529 

75   42,  43,  509 
76   362,  576 

128   94,  555,  570 
129   38,  174 

24   87,  343 

77   414,  576 

130   38,  43,  174,  277 

25   21,  496 

78   375,  576 

131   46,  363 

26   343,  496 

79   526,  577 

132   74,  363 

27   21,  345.  482,  496 

80   372,  577 

133   74,  519 

28   343,  533 

81   370,  578 

134   262,  334 

29   67,  343 

82   505,  577,  578 

135   262,  334 

30   Not  classified 

83   498,  505 

136   262,  334 

31   32,  91 

84   78,  500 

137   32 

32   91,  238 

85   76,  484 

138   238,  529 

33   91,  465 

86   50,  362 

139   262,  529 

34   92,  566 

87   Not  classified 

140   262,  529 

35   92,  509 

88   465,  494 

141   262,  529 

36   92,  362 

89   465,  494 

142   262,  530 

37   92,  526 

90   78,  494 

143   510,  630 

38   92,  286 

91   353,  494 

144   360,  530 

39   92,  504 

92   60,  494 

145   363,  530 

40   92,  174 

93   108,  362 

146   225,  530 

41   92,  298 

94   108,  414 

147   225,  530 

42   22,  93 

95   108,  372 

148   75,  364 

43   93,  326 
44   93,  508 

96   49,  108,  519 
97   156,  363 

149   36 

150   87,  262 

45   93,  311 

98   363,  425 

151   87,  364 

46   362,  421 

99   363,  426 

152   87,  311 

47   421,  504 

100   49,  371 

153   46,  364 

48   421,  519 

101   49,  505 

154   81,  466 

49   421,  517 

102   126,  519 

155   81,  510 

50   279,  422 

103   126,  519 

156   81,  364 

51   183,  422 

104   142,  414 

157   81,  223 

52   353,  422 

105   360,  385 

158   80,  500 

53   330,  422 

106   363,  385 

159   77,  364 

627 

628    PAGE  INDEX  OF  SCHULTZ  NUMBERS  FOR  DYES 


Schullz 
Number       Page 

160  354,  360 

161  354,  364 

162  330,  364 

163  354,  414 

164  354,  375 

165  354,  370 

166  354,  526 

167  180,  354 

168  355,  505 

169  287,  355 

170  355,  380 

171  174,  355 

172  153,  360 

173  364,  403 

174  153,  365 

175  365,  404 

176  153,  414 

177  153,  178,  519 

178  55,  520 

179  311,  403 

180  68, 360 

181  68, 365 

182  94, 125, 298,  552 

183  76, 360 

184  76, 365 

185  72,365 

186  276,  298 

187  63,  299 

188  299,  484 

189  299,  572 

190  183,  466,  496 

191  437,  496 

192  473, 496 

193  183,  365 

194  184,  414 

195  414,  496 

196  184,  527 

197  496,  527 

198  184,  497 

199  184,  497,  520 

200  110,  365 

201  110,  527 

202  110,  505 

203  40,  262 

204  40,  520 

205  454,  460,  471 

206  243,  454,  471 

207  454,  471,  475 

208  466,  471 

209  184,  355,  466,  497 

210  334,  473,  497 

211  510,  530,  578 

212  361,  531 

213  355,  510 

214  361,  579 

215  94,  326,  423 

216  65,  94,  423 

217  94,  299,  423 

218  71,  207,  386,  424 

219  94,  326,  494 

220  70,  386,  531 

221  424,  520,  531 

222  83,  421,  510 

223  32,  365 

224  32,  414 

225  32,  370 

226  32,  372 

227  33,  287 

228  33,  380 

229  33,  226 

230  36,  153 

231  36.  276 

232  36,  366 

233  36,  414 

234  36,  527 

235  36,  372 

236  36,  505 

237  37,  527 


Schultz 

Schultz 

Number   Page 

Number   Page 

238 

37,  506 

315   84,  127,  460 

239 

27,  47,  242,  366,  466 

316   84,  127,  154 

240 

83,  366,  553 

317   127,  510 

241 

94,  295,  386 

318   127,  367 

242 

94,226,400 

319   127,  287,  460 

243 

27,  386,  527 

320   127,  180 

244 

27,  386,  506 

321   127,  180,  372 

245 

295,  386,  424 

322   84,  127,  367,  379 

246 

34,  366 

323   128,  175 

247 

34,  366 

324   70,  128,  180 

248 

34,  527 

325   70,  128,  371 

249 

34,  180 

326   128,  325 

250 

34,  520 

327   128,  295 

251 

34,  180 

328   128,  295 

252 

37,  366 

329   128,  295,  466 

253 

37,  414 

330   128,  295,  412 

254 

37,  527 

331   128,  295,  447 

255 

37,  180 

332   84,  128,  295 

256 

334,  386,  485 

333   128,  296,  299 

257 

334,  386,  400,  485,  572 

334   129,  273,  300 

258 

334,  386,  401 

335   129,  296,  326 

259 

108,  180,  531 

336   70,  129,  300 

260 

48,  366,  531 

337   129,  300 

261 

299,  386,  531 

338   129,  326,  546 

262 

226,  387,  531 

339   82,  129,  520 

263 

39,  387,  483 

340   129,  129,  356,  405, 

264 

299,  355,  366 

521,  521 

265 

330,  387,  401,  485 

341   129,  506,  521 

266 

285,  387 

342   130,  521 

267 

264,  264,  285,  387,  387, 

343   130,  296,  521 

394 

344   130,  296,  521 

268 

67,  387,  394 

345   69,  130,  521 

269 

387,  394,  506 

346   130,  325,  521 

270 

55,  94,  287,  506 

347   130,  341,  522 

271 

55,  67,  367 

348   130,  243,  522 

272 

55,  388,  506 

349   130,  475,  522 

273 

23,  388,  411,  527 

350   130,  184,  522 

274 

23,  295,  388,  411 

351   130,  178 

275 

85,  376,  388,  415 

352   131,  228,  567 

276 

85,  226,  388 

353   131,  228,  300 

277 

85,  401 

354   131,  228 

278 

388,  401 

355   415,  432,  522 

279 

33,  95,  325,  486 

356   210,  356 

280 

535,  556 

357   154,  210 

281 

392,  535,  556 

358   84,  210 

282 

392,  535 

359   84,  137 

283 

466 

360   135,  437 

284 

567 

361   136,  483 

285 

200,  466 

362   201,  546 

286 

200,  437 

363   356,  546 

287 

200,  392 

364   330,  546 

288 

198,  367 

365   154,  546 

289 

198,  367,  527 

366   154,  405,  546 

290 

27,  388,  415,  471 

367   405,  547 

291 

415,  471,  520 

368   154,  356,  547 

292 

175,  472,  520 

369   84,  357,  547 

293 

527,  541 

370   84,  154,  547 

294 

520,  541 

371   276,  405,  547 

295 

194,  295,  567 

372   276,  547 

296 

27,  486,  520 

373   84,  460,  547 

297 

194,  295 

374   357,  510,  547 

298 

193,  506 

375   357,  415,  547 

299 

196,  506 

376   510,  547 

300 

196,  506 

377   415,  547 

301 

199,  392 

378   367,  379,  547 

302 

153,  199 

379   175,  415,  548 

303 

199,  460 

380   175,  548 

304 

199,  460 

381   300,  309,  548 

305 

199,  520 

382   300,  388,  548 

306 

126,  437,  473 

383   300,  392,  548 

307 

126,  355 

384   70,  181,  548 

308 

126,  330 

385   325,  415,  548 

309 

126,  356,  413 

386   300,  416,  548 

310 

126,  413 

387   70,  371,  548 

311 

126,  177,  356 

388   70,  548 

312 

126,  356,  415 

389   65,  549 

313 

127,  180,  356 

390   70,  300,  549 

114 

84,  127,  437 

391   301,  549 

PAGE  INDEX  OF  SCHULTZ  NUMBERS  FOR  DYES    629 


Schultz 

Schultz 

Schultz 

Number   Page 

Number   Page 

Number   Page 

392   178,  201,  549 

467   133,  167,  302,  461 

544   218,  308,  428 

393   243,  522,  549 

468   133,  167,  302,  523 

545   145,  308,  428 

394   522,  549 

469   133,  207,  302,  468 

546   282,  308 

395   178,  549 

470   133,  207,  302,  461 

547   235,  339 

396   227,  416,  549 

471   133,  207,  303 

548   270,  328 

397   228,  416,  549 

472   133,  207,  297,  303 

549   305,  525 

398   229,  549 

473   133,  297,  303,  424 

550   85,  305 

399   227,  296,  550 

474   133,  303,  424,  461 

551   159,  178 

400   367,  551 

475   134,  303,  424,  523 

552   168,  178 

401   268,  416 

476   134,  468,  524,  531 

553   122,  179 

402   268,  296,  373 

477   134,  511,  524,  532 

554   159,  179 

403   268,  296 

478   71,  134,  524  532 

555   462 

404   268,  461,  522 

479   134,  175,  357,  468 

556   462 

405   202,  357 

480   134,  330,  511,  524 

557   525 

406   202,  367,  399 

481   82,  357,  511,  550 

558   276,  305,  328 

407   202,  357,  416 

482   96,  524,  556,  560 

559   305,  328,  483 

408   202,  202,  202,  368,  42  1, 

483   190,  417 

560   537,  571 

424 

484   190,  417,  507 

561   328,  343 

409   202,  368,  379 

485   469,  532 

562   305,  398 

410   202,  416 

486   40,  469 

563   305.  33C,  358 

411   202,  376 

487   357,  469 

564   232,  240,  305,  347, 

412   202,  416,  506 

488   200,  357,  469 

349,  575 

413   202,  224,  567 

489   134,  511,  532 

565   264 

414   203,  224,  507 

490   134,  358,  469 

566   287,  306,  328,  368 

415   175,  203 

491   137,  297,  469 

567   306,  310 

416   203,  226 

492   85,  399,  469 

568   237 

417   166,  166,  203 

493   233,  238,  327,  540 

569   237 

418   165,  203 

494   242,  345 

570   216,  237,  516 

419   64,  203,  368 

495   120,  238 

-  571   271,  488 

420   70,  181,  203 

496   159,  238 

572   99,  216,  488 

421   69,  203,  416 

497   209,  238 

573   216,  488,  511 

422   64,  70,  203 

498   304,  452,  537 

574   216,  488 

423   71,  204 

499   120,  217 

575   234,  516 

424   64,  204 

500   159,  282 

576   48,  234 

425   71,  204,  301 

501   209,  345 

577   234,  271 

426   204,  301 

502   120,  279 

578   234,  511 

427   204,  227,  416 

503   159,  279 

579   122,  216 

428   204,  229,  416 

504   121,  147 

580   99,  488,  512,  563 

429   204,  227,  507 

505   121,  144 

581   216,  489 

430   204,  227,  301 

506   122,  144,  279 

582   489,  512,  558 

431   408,  461 

507   217,  337 

583   333,  489,  512 

432   389,  408 

508   144,  337 

584   211,  459,  512 

433   392,  410,  507 

509   138,  304 

585   489,  512 

434   368,  410,  507 

510   86,  239,  428,  524 

586   143,  489,  512 

435   41,  83,  95,  389,  467,  510, 

511   89,  96,  193,  429,  430, 

587   489,  512 

554 

560,  574 

588   490,  513 

436   296,  401,  467,  472 

512   96,  430,  556,  560 

589   490,  513 

437   296,  467,  472,  511 

513   90,  195,  451,  556 

590   490,  513 

438   131,  301,  479 

514   96,  556,  561 

591   490,  513 

439   49,  131,  301 

515   239,  461 

592   490,  513 

440   49,  131,  297 

516   239,  304,  327,  487 

593   211,  513 

441   131,  301,  389 

517   143,  239,  462 

594   212,  514 

442   131,  297,  389,  508 

518   217,  487,  537,  538 

595   212,  514 

443   131,  301,  389,  508 

519   239,  462 

596   514,  536 

444   95,  131,  297,  522 

520   97,  138,  561 

597   514,  536 

445   95,  131,  475,  522 

521   97,  138,  557,  561 

598   514,  536 

446   132,  301,  389,  522 

522   327,  342 

599   290,  490,  500 

447   132,  389,  417,  523 

523   143,  240,  428 

600   491,  514 

448   132,  302,  467,  523 

524   97,  557,  561 

601   290,  491,  500 

449   132,  467,  508,  523 

525   97,  557,  561 

602   568 

450   389,  417,  550 

526   97,  557,  561 

603   244,  540 

451   371,  390,  550 

527   147,  328 

604   121,  244 

452   226,  390,  550 

528   146,  304 

605   121,  568 

453   508,  550,  567 

529   232,  279 

606   99,  558,  563 

454   467,  508,  523,  550 

530   218,  279 

607   328,  470 

455   204,  508,  567 

531   205,  539 

608   Not  classified 

456   205,  371,  390 

532   339,  537 

609   Not  classified 

457   205,  467,  508,  523 

533   232,  339 

610   139,  324,  502 

458   74,  401,  410,  468,  474, 

534   214,  339 

611   331,  503 

567 

535   97,  562 

612   491,  502 

459   135,  390,  417 

536   98,  557,  562 

613   491,  502 

460   135,  226,  390 

537   98,  558,  562 

614   182 

461   297,  410,  468,  511,  568 

538   98,  263,  558,  562 

615   497 

462   95,  132,  302,  468 

539   98,  558,  562 

616   497,  563 

463   95,  132,  302,  568 

540   99;  193,  558,  562 

617   184 

464   95,  132,  302,  461 

541   99,  393,  558,  562 

618   182 

465   71,  95,  132,  523 

542   163,  254,  305,  334 

619   245,  361,  440 

466   65,  133,  523,  531 

543   218,  308,  428 

620   214,  440 

630    PAGE  INDEX  OF  SCHULTZ  NUMBERS  FOR  DYES 


Schultz 

Schultz 

Schultz 

Number 

Page 

Number 

Page 

Number 

Page 

621 

236,  472 

697 

33,  102 

775 

256,  352,  463 

622 

100,  290,  440 

698 

102,  431.  435 

776 

256 

623 

440,  501 

699 

33,  102 

777 

175 

624 

290,  440 

700 

103,  431,  435 

778 

25,  115 

625 

290,  447 

701 

33,  472 

779 

25,  115,v419 

626 

290,  440 

702 

103,  472,  559,  563 

780 

25,  115 

627 

245,  288,  440 

703 

445,  559,  563 

781 

25,  115 

628 

231,  291,  441 

704 

445,  559 

782 

138,  293,  491 

629 

291,  441 

705 

445,  559,  564 

783 

25,  115,  499 

630 

100,  288,  441 

706 

Not  classified 

784 

114 

631 

291,  441 

707 

Not  classified 

785 

113 

632 

291,  441 

708 

Not  classified 

786 

113 

633 

291,  441 

709 

79,  437 

787 

25,  115 

634 

291,  441 

710 

568 

788 

25,  115 

635 

291,  441 

711 

568 

789 

257 

636 

294,  441 

712 

135,  571 

790 

109,  250 

637 

288,  442 

713 

472 

791 

109 

638 

288,  442 

714 

27,  135,  472 

792 

337 

639 

289,  439,  442 

715 

27,  187 

793 

338 

640 

100,291,442 

716 

571 

794 

338 

641 

213,  288,  439 

717 

79 

795 

337 

642 

292,  442,  514 

718 

431,  462,  472 

796 

109,  249 

643 

292,  442,  515 

719 

103,  424,  436 

797 

25,  28,  115,  420 

644 

292,  442,  515 

720 

259 

798 

25,  115,  418 

645 

292,  442,  528 

721 

259 

799 

25,  115 

646 

100,  213,  288,  439 

722 

259 

800 

251 

647 

442,  515 

723 

259 

801 

250 

648 

449,  515 

724 

79,  162,  255 

802 

250 

649 

368,  443 

725 

79,  162,  252,  255 

803 

28,  419 

650 

368,  443 

726 

57,  79,  162,  255 

804 

28,  419 

651 

369,  443 

727 

52,  162,  473 

805 

28,  420,  431 

652 

306,  369,  443 

728 

235 

806 

434 

653 

215,  390 

729 

103,  246 

807 

434 

654 

147,  215 

730 

57 

808 

28,  419 

655 

223,  443 

731 

246,  361 

809 

28,  419 

656 

68,  383 

732 

56,  197,  463 

810 

30,  487 

657 

72,  383 

733 

79,  559 

811 

30 

658 

309,  443 

734 

79,  432 

812 

20,  186 

659 

240,  245,  443 

735 

464,  464 

813 

20,  186 

660 

240,  245,  443 

736 

57 

814 

29,  140 

661 

240,  245,  247.  275,  444 

737 

433 

815 

59,  140 

662 

279,  280 

738 

162,  254,  255,  335,  532 

816 

141,  188 

663 

282,  284 

739 

57 

817 

141,  188 

664 

247,  292 

740 

258 

818 

55,  141 

665 

247,  248 

741 

258 

819 

141,  188 

666 

221,  382 

742 

258 

820 

190 

667 

247,281,381,382 

743 

258 

821 

141,  190 

668 

52,  458 

744 

Not  classified 

822 

141,  573 

669 

246,  470 

745 

257 

823 

89,  141 

670 

246,  444,  568 

746 

313 

824 

29,  157 

671 

283,  390 

747 

312 

825 

30,  152 

672 

100,  390 

748 

155,  449 

826 

29,  208 

673 

100,  390 

749 

250,  251 

827 

45,  209 

674 

101,  391 

750 

258- 

828 

157,  188 

675 

101,  448 

751 

Not  classified 

829 

59,  208 

676 

444,  484 

752 

Not  classified 

830 

29,  209 

677 

265,  444 

753 

Not  classified 

831 

158,  393 

678 

219,  444 

754 

Not  classified 

832 

111,  208 

679 

101,  559,  570 

755 

Not  classified 

833 

41,  139 

680 

101,  246 

756 

Not  classified 

834 

29,  157 

681 

246,  444 

757 

Not  classified 

835 

116 

682 

101,  444 

758 

347,  384,  491 

836 

116,  189 

683 

101,  246.  333,  559,  563 

759 

337 

837 

30,  316 

684 

101,  148,  278,  283,  345 

760 

241 

838 

30,  316 

444,  445,  446,  446, 

761 

241 

839 

151 

486,  486,  486 

762 

241 

840 

316,  317 

685 

444,  577 

763 

118,  124 

841 

316 

686 

101,  218,  220,  563 

764 

118,  124 

842 

316 

687 

53,  102,  559 

765 

118,  124 

843 

317 

688 

102,  553 

766 

160 

844 

44 

689 

264,  444 

767 

160 

845 

189 

690 

246,  267 

768 

160 

846 

30,  124 

691 

266,  445 

769 

500 

847 

191 

692 

248,  445 

770 

138,  139,  500 

848 

189 

693 

102,  391,  462,  483 

771 

517 

849 

31 

694 

35,  391 

772 

293 

850 

317 

695 

35,  472 

773 

21,  222,  500 

851 

31,  103 

696 

33,  102 

774 

256,  352 

852 

88,  502,  502,  564 

PAGE  INDEX  OF  SCHULTZ  NUMBERS  FOR  DYES    631 


Schultz 

Schultz 

Schultz 

Number 

Page 

Number 

Page 

Number 

Page 

853 

251,  564 

878 

105,  318, 

476, 

479,  492, 

896 

307,  322 

854 

25,  115,  564 

543 

897 

320,  320, 

321 

855 

50,  564 

879 

105,  319, 

476, 

479,  492, 

898 

321,  341 

856 

151,  564 

543 

899 

314,  322 

857 

103,  250 

880 

105,  319, 

476,  479,  492, 

900 

314,  322, 

322 

858 

117 

543 

901 

314,  322 

859 

45,  564 

881 

105,  319, 

477, 

479,  492, 

902 

58,  323 

860 

45,  564 

543 

903 

58,  323 

861 

104,  535 

882 

105,  319, 

477, 

480,  492, 

904 

58,  321 

862 

25,  104,  115,  499 

543 

905 

314,  321 

863 

112 

883 

105,  319, 

477, 

480,492, 

906 

314,  321 

864 

104,  427,  564 

543 

907 

19,  314 

865 

88,  503,  503,  565 

884 

105,  319, 

477, 

480,  493, 

908 

19,  314 

866 

335 

543 

909 

172 

867 

31 

885 

105,  319, 

477, 

480,  493, 

910 

150 

868 

60 

543 

911 

19,  58 

869 

332 

886 

106,  319, 

477, 

480,  493, 

912 

314,  545 

870 

29,  141,  157 

544 

913 

269 

871 

Not  classified 

887 

168 

914 

58 

872 

118 

888 

450,  559 

915 

269 

873 

149,  188 

889 

106,  142, 

319, 

477,  480, 

916 

274 

874 

104,  318,  476,  478,  491, 

493,  54 

4 

917 

171 

542 

890 

106,  142, 

319, 

478,  481, 

918 

173 

875 

429 

493,  54 

4 

919 

314,  545 

876 

104,  318,  476,  479,  492, 

891 

359 

920 

164 

542 

892 

359 

921 

170,  438 

877 

105,  318,  476,  479,  492, 

893 

117,  206 

922 

53,  106 

542 

894 

306,  322 

923 

78,  79,  192,  473 

895 

206,  361 

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